diff --git a/src/sql/parts/notebook/models/modelInterfaces.ts b/src/sql/parts/notebook/models/modelInterfaces.ts
index a80e26ad04..116f7a8584 100644
--- a/src/sql/parts/notebook/models/modelInterfaces.ts
+++ b/src/sql/parts/notebook/models/modelInterfaces.ts
@@ -378,6 +378,9 @@ export interface INotebookModel {
 	pushEditOperations(edits: ISingleNotebookEditOperation[]): void;
 
 	getApplicableConnectionProviderIds(kernelName: string): string[];
+
+	/** Event fired once we get call back from ConfigureConnection method in sqlops extension */
+	readonly onValidConnectionSelected: Event<boolean>;
 }
 
 export interface NotebookContentChange {
diff --git a/src/sql/parts/notebook/models/notebookModel.ts b/src/sql/parts/notebook/models/notebookModel.ts
index a8879ef234..9b095b0dd4 100644
--- a/src/sql/parts/notebook/models/notebookModel.ts
+++ b/src/sql/parts/notebook/models/notebookModel.ts
@@ -66,6 +66,7 @@ export class NotebookModel extends Disposable implements INotebookModel {
 	private _defaultKernel: nb.IKernelSpec;
 	private _kernelDisplayNameToConnectionProviderIds: Map<string, string[]> = new Map<string, string[]>();
 	private _kernelDisplayNameToNotebookProviderIds: Map<string, string> = new Map<string, string>();
+	private _onValidConnectionSelected = new Emitter<boolean>();
 
 	constructor(private notebookOptions: INotebookModelOptions, startSessionImmediately?: boolean, private connectionProfile?: IConnectionProfile) {
 		super();
@@ -229,6 +230,10 @@ export class NotebookModel extends Disposable implements INotebookModel {
 		return this._onProviderIdChanged.event;
 	}
 
+	public get onValidConnectionSelected(): Event<boolean>{
+		return this._onValidConnectionSelected.event;
+	}
+
 	public getApplicableConnectionProviderIds(kernelDisplayName: string): string[] {
 		let ids = [];
 		if (kernelDisplayName) {
@@ -451,11 +456,18 @@ export class NotebookModel extends Disposable implements INotebookModel {
 			let newConnectionProfile = new ConnectionProfile(this.notebookOptions.capabilitiesService, newConnection);
 			this._activeConnection = newConnectionProfile;
 			this.refreshConnections(newConnectionProfile);
-			this._activeClientSession.updateConnection(this._activeConnection.toIConnectionProfile()).catch((error) => {
-				if (error) {
-					this.notifyError(error.message);
-				}
-			});
+			this._activeClientSession.updateConnection(this._activeConnection.toIConnectionProfile()).then(
+				result => {
+					//Remove 'Select connection' from 'Attach to' drop-down since its a valid connection
+					this._onValidConnectionSelected.fire(true);
+				},
+				error => {
+					if (error) {
+						this.notifyError(notebookUtils.getErrorMessage(error));
+						//Selected a wrong connection, Attach to should be defaulted with 'Select connection'
+						this._onValidConnectionSelected.fire(false);
+					}
+				});
 		} catch (err) {
 			let msg = notebookUtils.getErrorMessage(err);
 			this.notifyError(localize('changeContextFailed', 'Changing context failed: {0}', msg));
diff --git a/src/sql/parts/notebook/notebookActions.ts b/src/sql/parts/notebook/notebookActions.ts
index a2f13b9222..b546aba939 100644
--- a/src/sql/parts/notebook/notebookActions.ts
+++ b/src/sql/parts/notebook/notebookActions.ts
@@ -215,8 +215,11 @@ export class AttachToDropdown extends SelectBox {
 		super([msgLoadingContexts], msgLoadingContexts, contextViewProvider, container, { labelText: attachToLabel, labelOnTop: false } as ISelectBoxOptionsWithLabel);
 		if (modelRegistered) {
 			modelRegistered
-				.then((model) => this.updateModel(model))
-				.catch((err) => {
+				.then(model => {
+					this.updateModel(model);
+					this.updateAttachToDropdown(model);
+				})
+				.catch(err => {
 					// No-op for now
 				});
 		}
@@ -229,16 +232,37 @@ export class AttachToDropdown extends SelectBox {
 	public updateModel(model: INotebookModel): void {
 		this.model = model;
 		model.contextsChanged(() => {
-			if (this.model.clientSession.kernel && this.model.clientSession.kernel.name) {
-				let nameLower = this.model.clientSession.kernel.name.toLowerCase();
-				let currentKernelSpec = this.model.specs.kernels.find(kernel => kernel.name && kernel.name.toLowerCase() === nameLower);
-				this.loadAttachToDropdown(this.model, currentKernelSpec.display_name);
+			let kernelDisplayName: string = this.getKernelDisplayName();
+			if (kernelDisplayName) {
+				this.loadAttachToDropdown(this.model, kernelDisplayName);
 			}
 		});
 	}
 
+	private updateAttachToDropdown(model: INotebookModel): void {
+		this.model = model;
+		model.onValidConnectionSelected(validConnection => {
+			let kernelDisplayName: string = this.getKernelDisplayName();
+			if (kernelDisplayName) {
+				this.loadAttachToDropdown(this.model, kernelDisplayName, !validConnection);
+			}
+		});
+	}
+
+	private getKernelDisplayName(): string {
+		let kernelDisplayName: string;
+		if (this.model.clientSession && this.model.clientSession.kernel && this.model.clientSession.kernel.name) {
+			let currentKernelName = this.model.clientSession.kernel.name.toLowerCase();
+			let currentKernelSpec = this.model.specs.kernels.find(kernel => kernel.name && kernel.name.toLowerCase() === currentKernelName);
+			if (currentKernelSpec) {
+				kernelDisplayName = currentKernelSpec.display_name;
+			}
+		}
+		return kernelDisplayName;
+	}
+
 	// Load "Attach To" dropdown with the values corresponding to Kernel dropdown
-	public async loadAttachToDropdown(model: INotebookModel, currentKernel: string): Promise<void> {
+	public async loadAttachToDropdown(model: INotebookModel, currentKernel: string, showSelectConnection?: boolean): Promise<void> {
 		let connProviderIds = this.model.getApplicableConnectionProviderIds(currentKernel);
 		if ((connProviderIds && connProviderIds.length === 0) || currentKernel === noKernel) {
 			this.setOptions([msgLocalHost]);
@@ -246,16 +270,30 @@ export class AttachToDropdown extends SelectBox {
 		else {
 			let connections = this.getConnections(model);
 			this.enable();
-			if (connections.length === 1 && connections[0] === msgAddNewConnection) {
-				connections.unshift(msgSelectConnection);
-				this.selectWithOptionName(msgSelectConnection);
+			if (showSelectConnection) {
+				connections = this.loadWithSelectConnection(connections);
 			}
 			else {
-				connections.push(msgAddNewConnection);
+				if (connections.length === 1 && connections[0] === msgAddNewConnection) {
+					connections.unshift(msgSelectConnection);
+					this.selectWithOptionName(msgSelectConnection);
+				}
+				else {
+					connections.push(msgAddNewConnection);
+				}
 			}
 			this.setOptions(connections);
 		}
+	}
 
+	private loadWithSelectConnection(connections: string[]): string[] {
+		if (connections && connections.length > 0) {
+			connections.unshift(msgSelectConnection);
+			this.selectWithOptionName(msgSelectConnection);
+			connections.push(msgAddNewConnection);
+			this.setOptions(connections);
+		}
+		return connections;
 	}
 
 	//Get connections from context
diff --git a/src/sqltest/parts/notebook/common.ts b/src/sqltest/parts/notebook/common.ts
index f866582ce1..7e1e65b42e 100644
--- a/src/sqltest/parts/notebook/common.ts
+++ b/src/sqltest/parts/notebook/common.ts
@@ -89,7 +89,11 @@ export class NotebookModelStub implements INotebookModel {
     }
     getApplicableConnectionProviderIds(kernelName: string): string[] {
         throw new Error('Method not implemented.');
-    }
+	}
+	get onValidConnectionSelected(): Event<boolean>
+	{
+		throw new Error('method not implemented.');
+	}
 }
 
 export class NotebookManagerStub implements INotebookManager {