diff --git a/packages/esm-shim/src/constants.ts b/packages/esm-shim/src/constants.ts
index ef2953f5e..9f00e960c 100644
--- a/packages/esm-shim/src/constants.ts
+++ b/packages/esm-shim/src/constants.ts
@@ -11,4 +11,4 @@ const require = cjsModule.createRequire(import.meta.url);
 `;
 
 export const ESMStaticImportRegex =
-  /(?<=\s|^|;)import\s*([\s"']*(?<imports>[\w\t\n\r $*,/{}]+)from\s*)?["']\s*(?<specifier>(?<="\s*)[^"]*[^\s"](?=\s*")|(?<='\s*)[^']*[^\s'](?=\s*'))\s*["'][\s;]*/gm;
+  /(?<=\s|^|;)import\s*([\s"']*(?<imports>[\w\t\n\r $*,/{}]+)from\s*)?["']\s*(?<specifier>(?<="\s*)[^"\n]*[^\s"](?=\s*")|(?<='\s*)[^'\n]*[^\s'](?=\s*'))\s*["'][\s;]*/gm;
diff --git a/packages/esm-shim/test/fixtures/cjs-import-literal.js b/packages/esm-shim/test/fixtures/cjs-import-literal.js
new file mode 100644
index 000000000..915b1ceaf
--- /dev/null
+++ b/packages/esm-shim/test/fixtures/cjs-import-literal.js
@@ -0,0 +1,6 @@
+const dn = __dirname;
+
+module.exports = {
+  keyword: ' import',
+  dn
+};
diff --git a/packages/esm-shim/test/snapshots/test.js.md b/packages/esm-shim/test/snapshots/test.js.md
index 1447dcc3a..98c82442e 100644
--- a/packages/esm-shim/test/snapshots/test.js.md
+++ b/packages/esm-shim/test/snapshots/test.js.md
@@ -93,3 +93,23 @@ Generated by [AVA](https://avajs.dev).
     ␊
     export { c, child, s };␊
     `
+
+## inject cjs shim should not break on valid js object with `import` literal value
+
+> Snapshot 1
+
+    `␊
+    // -- Shims --␊
+    import cjsUrl from 'node:url';␊
+    import cjsPath from 'node:path';␊
+    import cjsModule from 'node:module';␊
+    const __filename = cjsUrl.fileURLToPath(import.meta.url);␊
+    const __dirname = cjsPath.dirname(__filename);␊
+    const require = cjsModule.createRequire(import.meta.url);␊
+    const dn = __dirname;␊
+    ␊
+    module.exports = {␊
+      keyword: ' import',␊
+      dn␊
+    };␊
+    `
diff --git a/packages/esm-shim/test/snapshots/test.js.snap b/packages/esm-shim/test/snapshots/test.js.snap
index 7c8a3ca3d..56705e652 100644
Binary files a/packages/esm-shim/test/snapshots/test.js.snap and b/packages/esm-shim/test/snapshots/test.js.snap differ
diff --git a/packages/esm-shim/test/test.js b/packages/esm-shim/test/test.js
index 3f9e5f8e4..24f5a3291 100644
--- a/packages/esm-shim/test/test.js
+++ b/packages/esm-shim/test/test.js
@@ -67,3 +67,19 @@ test.serial('inject cjs shim for esm output with multiple import statements', as
   t.snapshot(output.code);
   t.falsy(output.map);
 });
+
+// see issue #1649 https://github.com/rollup/plugins/issues/1649
+test.serial(
+  'inject cjs shim should not break on valid js object with `import` literal value',
+  async (t) => {
+    const bundle = await rollup({
+      input: 'test/fixtures/cjs-import-literal.js',
+      plugins: [esmShim()]
+    });
+    const result = await bundle.generate({ format: 'es' });
+    t.is(result.output.length, 1);
+    const [output] = result.output;
+    t.snapshot(output.code);
+    t.falsy(output.map);
+  }
+);