diff --git a/debugging/coreclr/debuggerClient.ts b/debugging/coreclr/debuggerClient.ts
index b73a6c70d6..3e4b2a4247 100644
--- a/debugging/coreclr/debuggerClient.ts
+++ b/debugging/coreclr/debuggerClient.ts
@@ -4,6 +4,7 @@
 
 import { PlatformOS } from '../../utils/platform';
 import { DockerClient } from './dockerClient';
+import { OSProvider } from './osProvider';
 import { VsDbgClient } from './vsdbgClient';
 
 export interface DebuggerClient {
@@ -18,11 +19,15 @@ export class DefaultDebuggerClient {
     private static debuggerWindowsRuntime: string = 'win7-x64';
 
     // This script determines the "type" of Linux release (e.g. 'alpine', 'debian', etc.).
-    // NOTE: The result may contain line endings.
+    // NOTES:
+    //   - The result may contain line endings.
+    //   - Windows seems to insist on double quotes.
     private static debuggerLinuxReleaseIdScript: string = '/bin/sh -c \'ID=default; if [ -e /etc/os-release ]; then . /etc/os-release; fi; echo $ID\'';
+    private static debuggerLinuxReleaseIdScriptOnWindows: string = '/bin/sh -c \"ID=default; if [ -e /etc/os-release ]; then . /etc/os-release; fi; echo $ID\"';
 
     constructor(
         private readonly dockerClient: DockerClient,
+        private readonly osProvider: OSProvider,
         private readonly vsdbgClient: VsDbgClient) {
     }
 
@@ -30,13 +35,20 @@ export class DefaultDebuggerClient {
         if (os === 'Windows') {
             return await this.vsdbgClient.getVsDbgVersion(DefaultDebuggerClient.debuggerVersion, DefaultDebuggerClient.debuggerWindowsRuntime);
         } else {
-            const result = await this.dockerClient.exec(containerId, DefaultDebuggerClient.debuggerLinuxReleaseIdScript, { interactive: true });
-
-            return await this.vsdbgClient.getVsDbgVersion(
+            const result = await this.dockerClient.exec(
+                containerId,
+                this.osProvider.os === 'Windows'
+                    ? DefaultDebuggerClient.debuggerLinuxReleaseIdScriptOnWindows
+                    : DefaultDebuggerClient.debuggerLinuxReleaseIdScript,
+                { interactive: true });
+
+            const path = await this.vsdbgClient.getVsDbgVersion(
                 DefaultDebuggerClient.debuggerVersion,
                 result.trim() === 'alpine'
                     ? DefaultDebuggerClient.debuggerLinuxAlpineRuntime
                     : DefaultDebuggerClient.debuggerLinuxDefaultRuntime);
+
+            return this.osProvider.pathNormalize(os, path);
         }
     }
 
diff --git a/debugging/coreclr/registerDebugger.ts b/debugging/coreclr/registerDebugger.ts
index 7001e88ba2..4737f4c8bb 100644
--- a/debugging/coreclr/registerDebugger.ts
+++ b/debugging/coreclr/registerDebugger.ts
@@ -39,6 +39,7 @@ export function registerDebugConfigurationProvider(ctx: vscode.ExtensionContext)
             new DefaultAppStorageProvider(fileSystemProvider),
             new DefaultDebuggerClient(
                 dockerClient,
+                osProvider,
                 new RemoteVsDbgClient(
                     dockerOutputManager,
                     fileSystemProvider,