diff --git a/pkgs/development/compilers/llvm/common/clang/default.nix b/pkgs/development/compilers/llvm/common/clang/default.nix
index c855562acc128..289bd2df5de76 100644
--- a/pkgs/development/compilers/llvm/common/clang/default.nix
+++ b/pkgs/development/compilers/llvm/common/clang/default.nix
@@ -81,7 +81,7 @@ let
       (cd tools && ln -s ../../clang-tools-extra extra)
     '' + lib.optionalString (lib.versionOlder release_version "13") ''
       substituteInPlace tools/extra/clangd/quality/CompletionModel.cmake \
-        --replace ' ''${CMAKE_SOURCE_DIR}/../clang-tools-extra' ' ''${CMAKE_SOURCE_DIR}/tools/extra'
+        --replace-fail ' ''${CMAKE_SOURCE_DIR}/../clang-tools-extra' ' ''${CMAKE_SOURCE_DIR}/tools/extra'
     ''
     + lib.optionalString stdenv.hostPlatform.isMusl ''
       sed -i -e 's/lgcc_s/lgcc_eh/' lib/Driver/ToolChains/*.cpp
@@ -104,12 +104,12 @@ let
       moveToOutput "lib/libclang-cpp.*" "$lib"
     '' + (if lib.versionOlder release_version "15" then ''
       substituteInPlace $out/lib/cmake/clang/ClangTargets-release.cmake \
-          --replace "\''${_IMPORT_PREFIX}/lib/libclang." "$lib/lib/libclang." \
-          --replace "\''${_IMPORT_PREFIX}/lib/libclang-cpp." "$lib/lib/libclang-cpp."
+          --replace-fail "\''${_IMPORT_PREFIX}/lib/libclang." "$lib/lib/libclang." \
+          --replace-fail "\''${_IMPORT_PREFIX}/lib/libclang-cpp." "$lib/lib/libclang-cpp."
     '' else ''
       substituteInPlace $dev/lib/cmake/clang/ClangTargets-release.cmake \
-          --replace "\''${_IMPORT_PREFIX}/lib/libclang." "$lib/lib/libclang." \
-          --replace "\''${_IMPORT_PREFIX}/lib/libclang-cpp." "$lib/lib/libclang-cpp."
+          --replace-fail "\''${_IMPORT_PREFIX}/lib/libclang." "$lib/lib/libclang." \
+          --replace-fail "\''${_IMPORT_PREFIX}/lib/libclang-cpp." "$lib/lib/libclang-cpp."
     '') + ''
 
     '' + (if lib.versionOlder release_version "15" then ''
diff --git a/pkgs/development/compilers/llvm/common/compiler-rt/default.nix b/pkgs/development/compilers/llvm/common/compiler-rt/default.nix
index 457c68555d11f..839aadfbae14b 100644
--- a/pkgs/development/compilers/llvm/common/compiler-rt/default.nix
+++ b/pkgs/development/compilers/llvm/common/compiler-rt/default.nix
@@ -148,22 +148,22 @@ stdenv.mkDerivation {
 
   postPatch = lib.optionalString (!stdenv.hostPlatform.isDarwin) ''
     substituteInPlace cmake/builtin-config-ix.cmake \
-      --replace 'set(X86 i386)' 'set(X86 i386 i486 i586 i686)'
+      --replace-fail 'set(X86 i386)' 'set(X86 i386 i486 i586 i686)'
   '' + lib.optionalString (!haveLibc) ((lib.optionalString (lib.versions.major release_version == "18") ''
     substituteInPlace lib/builtins/aarch64/sme-libc-routines.c \
-      --replace "<stdlib.h>" "<stddef.h>"
+      --replace-fail "<stdlib.h>" "<stddef.h>"
   '') + ''
     substituteInPlace lib/builtins/int_util.c \
-      --replace "#include <stdlib.h>" ""
+      --replace-fail "#include <stdlib.h>" ""
   '' + (lib.optionalString (!stdenv.hostPlatform.isFreeBSD)
     # On FreeBSD, assert/static_assert are macros and allowing them to be implicitly declared causes link errors.
     # see description above for why we're nuking assert.h normally but that doesn't work here.
     # instead, we add the freebsd.include dependency explicitly
     ''
     substituteInPlace lib/builtins/clear_cache.c \
-      --replace "#include <assert.h>" ""
+      --replace-fail "#include <assert.h>" ""
     substituteInPlace lib/builtins/cpu_model${lib.optionalString (lib.versionAtLeast release_version "18") "/x86"}.c \
-      --replace "#include <assert.h>" ""
+      --replace-fail "#include <assert.h>" ""
   '')) + lib.optionalString (lib.versionAtLeast release_version "13" && lib.versionOlder release_version "14") ''
     # https://github.com/llvm/llvm-project/blob/llvmorg-14.0.6/libcxx/utils/merge_archives.py
     # Seems to only be used in v13 though it's present in v12 and v14, and dropped in v15.
diff --git a/pkgs/development/compilers/llvm/common/libclc.nix b/pkgs/development/compilers/llvm/common/libclc.nix
index d20e6877019b1..32a33f43c9984 100644
--- a/pkgs/development/compilers/llvm/common/libclc.nix
+++ b/pkgs/development/compilers/llvm/common/libclc.nix
@@ -63,20 +63,20 @@ stdenv.mkDerivation rec {
   postPatch =
     lib.optionalString (lib.versionOlder release_version "19") ''
       substituteInPlace CMakeLists.txt \
-        --replace 'find_program( LLVM_CLANG clang PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
+        --replace-fail 'find_program( LLVM_CLANG clang PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
                   'find_program( LLVM_CLANG clang PATHS "${buildLlvmTools.clang.cc}/bin" NO_DEFAULT_PATH )' \
-        --replace 'find_program( LLVM_AS llvm-as PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
+        --replace-fail 'find_program( LLVM_AS llvm-as PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
                   'find_program( LLVM_AS llvm-as PATHS "${buildLlvmTools.llvm}/bin" NO_DEFAULT_PATH )' \
-        --replace 'find_program( LLVM_LINK llvm-link PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
+        --replace-fail 'find_program( LLVM_LINK llvm-link PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
                   'find_program( LLVM_LINK llvm-link PATHS "${buildLlvmTools.llvm}/bin" NO_DEFAULT_PATH )' \
-        --replace 'find_program( LLVM_OPT opt PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
+        --replace-fail 'find_program( LLVM_OPT opt PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
                   'find_program( LLVM_OPT opt PATHS "${buildLlvmTools.llvm}/bin" NO_DEFAULT_PATH )' \
-        --replace 'find_program( LLVM_SPIRV llvm-spirv PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
+        --replace-fail 'find_program( LLVM_SPIRV llvm-spirv PATHS ''${LLVM_TOOLS_BINARY_DIR} NO_DEFAULT_PATH )' \
                   'find_program( LLVM_SPIRV llvm-spirv PATHS "${spirv-llvm-translator}/bin" NO_DEFAULT_PATH )'
     ''
     + lib.optionalString (stdenv.hostPlatform != stdenv.buildPlatform) ''
       substituteInPlace CMakeLists.txt \
-        --replace 'COMMAND prepare_builtins' 'COMMAND ${buildLlvmTools.libclc.dev}/bin/prepare_builtins'
+        --replace-fail 'COMMAND prepare_builtins' 'COMMAND ${buildLlvmTools.libclc.dev}/bin/prepare_builtins'
     '';
 
   nativeBuildInputs =
diff --git a/pkgs/development/compilers/llvm/common/lld/default.nix b/pkgs/development/compilers/llvm/common/lld/default.nix
index 8257971c29cc8..5df98f720fce9 100644
--- a/pkgs/development/compilers/llvm/common/lld/default.nix
+++ b/pkgs/development/compilers/llvm/common/lld/default.nix
@@ -30,7 +30,7 @@ let
       '') else src;
 
   postPatch = lib.optionalString (lib.versionOlder release_version "14") ''
-    substituteInPlace MachO/CMakeLists.txt --replace \
+    substituteInPlace MachO/CMakeLists.txt --replace-fail \
       '(''${LLVM_MAIN_SRC_DIR}/' '(../'
   '';
 in
diff --git a/pkgs/development/compilers/llvm/common/llvm/default.nix b/pkgs/development/compilers/llvm/common/llvm/default.nix
index 1b90522a4ebfd..aae640c4d92fd 100644
--- a/pkgs/development/compilers/llvm/common/llvm/default.nix
+++ b/pkgs/development/compilers/llvm/common/llvm/default.nix
@@ -139,8 +139,8 @@ stdenv.mkDerivation (finalAttrs: {
 
   postPatch = optionalString stdenv.hostPlatform.isDarwin (''
     substituteInPlace cmake/modules/AddLLVM.cmake \
-      --replace 'set(_install_name_dir INSTALL_NAME_DIR "@rpath")' "set(_install_name_dir)" \
-      --replace 'set(_install_rpath "@loader_path/../''${CMAKE_INSTALL_LIBDIR}''${LLVM_LIBDIR_SUFFIX}" ''${extra_libdir})' ""
+      --replace-fail 'set(_install_name_dir INSTALL_NAME_DIR "@rpath")' "set(_install_name_dir)" \
+      --replace-fail 'set(_install_rpath "@loader_path/../''${CMAKE_INSTALL_LIBDIR}''${LLVM_LIBDIR_SUFFIX}" ''${extra_libdir})' ""
   '' +
     # As of LLVM 15, marked as XFAIL on arm64 macOS but lit doesn't seem to pick
     # this up: https://github.com/llvm/llvm-project/blob/c344d97a125b18f8fed0a64aace73c49a870e079/llvm/test/MC/ELF/cfi-version.ll#L7
@@ -152,10 +152,10 @@ stdenv.mkDerivation (finalAttrs: {
     # and thus fails under the sandbox:
     (if lib.versionAtLeast release_version "16" then ''
     substituteInPlace unittests/TargetParser/Host.cpp \
-      --replace '/usr/bin/sw_vers' "${(builtins.toString darwin.DarwinTools) + "/bin/sw_vers" }"
+      --replace-fail '/usr/bin/sw_vers' "${(builtins.toString darwin.DarwinTools) + "/bin/sw_vers" }"
   '' else ''
     substituteInPlace unittests/Support/Host.cpp \
-      --replace '/usr/bin/sw_vers' "${(builtins.toString darwin.DarwinTools) + "/bin/sw_vers" }"
+      --replace-fail '/usr/bin/sw_vers' "${(builtins.toString darwin.DarwinTools) + "/bin/sw_vers" }"
   '') +
     # This test tries to call the intrinsics `@llvm.roundeven.f32` and
     # `@llvm.roundeven.f64` which seem to (incorrectly?) lower to `roundevenf`
@@ -169,25 +169,25 @@ stdenv.mkDerivation (finalAttrs: {
     # pass there?
     optionalString (lib.versionAtLeast release_version "16") ''
     substituteInPlace test/ExecutionEngine/Interpreter/intrinsics.ll \
-      --replace "%roundeven32 = call float @llvm.roundeven.f32(float 0.000000e+00)" "" \
-      --replace "%roundeven64 = call double @llvm.roundeven.f64(double 0.000000e+00)" ""
+      --replace-fail "%roundeven32 = call float @llvm.roundeven.f32(float 0.000000e+00)" "" \
+      --replace-fail "%roundeven64 = call double @llvm.roundeven.f64(double 0.000000e+00)" ""
   '' +
     # fails when run in sandbox
     optionalString (!stdenv.hostPlatform.isx86 && lib.versionAtLeast release_version "18") ''
     substituteInPlace unittests/Support/VirtualFileSystemTest.cpp \
-      --replace "PhysicalFileSystemWorkingDirFailure" "DISABLED_PhysicalFileSystemWorkingDirFailure"
+      --replace-fail "PhysicalFileSystemWorkingDirFailure" "DISABLED_PhysicalFileSystemWorkingDirFailure"
   ''))) +
     # dup of above patch with different conditions
     optionalString (stdenv.hostPlatform.isDarwin && stdenv.hostPlatform.isx86 && lib.versionAtLeast release_version "15") (optionalString (lib.versionOlder release_version "16") ''
     substituteInPlace test/ExecutionEngine/Interpreter/intrinsics.ll \
-      --replace "%roundeven32 = call float @llvm.roundeven.f32(float 0.000000e+00)" "" \
-      --replace "%roundeven64 = call double @llvm.roundeven.f64(double 0.000000e+00)" ""
+      --replace-fail "%roundeven32 = call float @llvm.roundeven.f32(float 0.000000e+00)" "" \
+      --replace-fail "%roundeven64 = call double @llvm.roundeven.f64(double 0.000000e+00)" ""
 
   '' +
     # fails when run in sandbox
     ((optionalString (lib.versionAtLeast release_version "18") ''
     substituteInPlace unittests/Support/VirtualFileSystemTest.cpp \
-      --replace "PhysicalFileSystemWorkingDirFailure" "DISABLED_PhysicalFileSystemWorkingDirFailure"
+      --replace-fail "PhysicalFileSystemWorkingDirFailure" "DISABLED_PhysicalFileSystemWorkingDirFailure"
   '') +
     # This test fails on darwin x86_64 because `sw_vers` reports a different
     # macOS version than what LLVM finds by reading
@@ -219,10 +219,10 @@ stdenv.mkDerivation (finalAttrs: {
     # TODO(@rrbutani): fix/follow-up
     (if lib.versionAtLeast release_version "16" then ''
     substituteInPlace unittests/TargetParser/Host.cpp \
-      --replace "getMacOSHostVersion" "DISABLED_getMacOSHostVersion"
+      --replace-fail "getMacOSHostVersion" "DISABLED_getMacOSHostVersion"
   '' else ''
     substituteInPlace unittests/Support/Host.cpp \
-      --replace "getMacOSHostVersion" "DISABLED_getMacOSHostVersion"
+      --replace-fail "getMacOSHostVersion" "DISABLED_getMacOSHostVersion"
   '') +
     # This test fails with a `dysmutil` crash; have not yet dug into what's
     # going on here (TODO(@rrbutani)).
@@ -232,10 +232,10 @@ stdenv.mkDerivation (finalAttrs: {
     # FileSystem permissions tests fail with various special bits
   ''
     substituteInPlace unittests/Support/CMakeLists.txt \
-      --replace "Path.cpp" ""
+      --replace-fail "Path.cpp" ""
     rm unittests/Support/Path.cpp
     substituteInPlace unittests/IR/CMakeLists.txt \
-      --replace "PassBuilderCallbacksTest.cpp" ""
+      --replace-fail "PassBuilderCallbacksTest.cpp" ""
     rm unittests/IR/PassBuilderCallbacksTest.cpp
   '' + lib.optionalString (lib.versionAtLeast release_version "13") ''
     rm test/tools/llvm-objcopy/ELF/mirror-permissions-unix.test
@@ -258,7 +258,7 @@ stdenv.mkDerivation (finalAttrs: {
     optionalString stdenv.hostPlatform.isMusl ''
     patch -p1 -i ${./TLI-musl.patch}
     substituteInPlace unittests/Support/CMakeLists.txt \
-      --replace "add_subdirectory(DynamicLibrary)" ""
+      --replace-fail "add_subdirectory(DynamicLibrary)" ""
     rm unittests/Support/DynamicLibrary/DynamicLibraryTest.cpp
     rm test/CodeGen/AArch64/wineh4.mir
   '' + optionalString stdenv.hostPlatform.isAarch32 ''
@@ -308,8 +308,8 @@ stdenv.mkDerivation (finalAttrs: {
       ; do
       echo "PATCH: $f"
       substituteInPlace $f \
-        --replace 'Starting llvm::' 'Starting {{.*}}' \
-        --replace 'Finished llvm::' 'Finished {{.*}}'
+        --replace-fail 'Starting llvm::' 'Starting {{.*}}' \
+        --replace-fail 'Finished llvm::' 'Finished {{.*}}'
     done
   '' +
     # gcc-13 fix
@@ -423,14 +423,13 @@ stdenv.mkDerivation (finalAttrs: {
     mv $out/share/opt-viewer $python/share/opt-viewer
     moveToOutput "bin/llvm-config*" "$dev"
     substituteInPlace "$dev/lib/cmake/llvm/LLVMExports-${if debugVersion then "debug" else "release"}.cmake" \
-      --replace "\''${_IMPORT_PREFIX}/lib/lib" "$lib/lib/lib" \
-      --replace "$out/bin/llvm-config" "$dev/bin/llvm-config"
+      --replace-fail "$out/bin/llvm-config" "$dev/bin/llvm-config"
   '' + (if lib.versionOlder release_version "15" then ''
     substituteInPlace "$dev/lib/cmake/llvm/LLVMConfig.cmake" \
-      --replace 'set(LLVM_BINARY_DIR "''${LLVM_INSTALL_PREFIX}")' 'set(LLVM_BINARY_DIR "''${LLVM_INSTALL_PREFIX}'"$lib"'")'
+      --replace-fail 'set(LLVM_BINARY_DIR "''${LLVM_INSTALL_PREFIX}")' 'set(LLVM_BINARY_DIR "''${LLVM_INSTALL_PREFIX}'"$lib"'")'
   '' else ''
     substituteInPlace "$dev/lib/cmake/llvm/LLVMConfig.cmake" \
-      --replace 'set(LLVM_BINARY_DIR "''${LLVM_INSTALL_PREFIX}")' 'set(LLVM_BINARY_DIR "'"$lib"'")'
+      --replace-fail 'set(LLVM_BINARY_DIR "''${LLVM_INSTALL_PREFIX}")' 'set(LLVM_BINARY_DIR "'"$lib"'")'
   '')
   + optionalString (stdenv.hostPlatform.isDarwin && enableSharedLibraries && lib.versionOlder release_version "18") ''
     ln -s $lib/lib/libLLVM.dylib $lib/lib/libLLVM-${shortVersion}.dylib