Add test case that will fail until Prometheus draining PR is merged

pkg/ruler/manager_test.go

@@ -7,7 +7,10 @@ package ruler
 
 import (
 	"context"
+	"encoding/json"
 	"io"
+	"net/http"
+	"net/http/httptest"
 	"path/filepath"
 	"sort"
 	"testing"
@@ -266,6 +269,108 @@ func TestFilterRuleGroupsByNotEmptyUsers(t *testing.T) {
 	}
 }
 
+func TestDefaultMultiTenantManager_WaitsToDrainPendingNotificationsOnShutdown(t *testing.T) {
+	releaseReceiver := make(chan struct{})
+	receiverReceivedRequest := make(chan struct{}, 2)
+	alertsReceived := atomic.NewInt64(0)
+
+	server := httptest.NewServer(http.HandlerFunc(func(w http.ResponseWriter, r *http.Request) {
+		// Let the test know we've received a request.
+		receiverReceivedRequest <- struct{}{}
+
+		var alerts []*Alert
+
+		b, err := io.ReadAll(r.Body)
+		require.NoError(t, err)
+
+		err = json.Unmarshal(b, &alerts)
+		require.NoError(t, err)
+
+		alertsReceived.Add(int64(len(alerts)))
+
+		// Wait for the test to release us.
+		<-releaseReceiver
+
+		w.WriteHeader(http.StatusOK)
+	}))
+	defer func() {
+		server.Close()
+	}()
+
+	const user = "user-1"
+	ctx := context.Background()
+	logger := testutil.NewTestingLogger(t)
+	user1Group1 := createRuleGroup("group-1", user, createRecordingRule("count:metric_1", "count(metric_1)"))
+
+	// TODO: configure draining on shutdown
+	cfg := Config{
+		RulePath:                  t.TempDir(),
+		AlertmanagerURL:           server.URL,
+		NotificationQueueCapacity: 1000,
+		NotificationTimeout:       10 * time.Second,
+	}
+	m, err := NewDefaultMultiTenantManager(cfg, managerMockFactory, nil, logger, nil)
+	require.NoError(t, err)
+
+	m.SyncFullRuleGroups(ctx, map[string]rulespb.RuleGroupList{
+		user: {user1Group1},
+	})
+	m.Start()
+
+	// Wait for the manager to be running and have discovered the Alertmanager, then queue a notification.
+	userManager := assertManagerMockRunningForUser(t, m, user)
+	waitForAlertmanagerToBeDiscovered(t, userManager.notifier)
+	userManager.notifier.Send(&notifier.Alert{Labels: labels.FromStrings(labels.AlertName, "alert-1")})
+
+	// Wait for the Alertmanager to receive the request.
+	select {
+	case <-receiverReceivedRequest:
+		// We can continue.
+	case <-time.After(time.Second):
+		require.FailNow(t, "gave up waiting for first notification request to be sent")
+	}
+
+	// Stop the manager, and queue a second notification once the manager is stopped.
+	// This second notification will remain in the queue until we release the first notification's request by closing releaseReceiver below.
+	userManager.onStop = func() {
+		userManager.notifier.Send(&notifier.Alert{Labels: labels.FromStrings(labels.AlertName, "alert-2")})
+	}
+
+	// Stop() blocks until the user managers and notifiers have stopped, so run it in the background.
+	stopped := make(chan struct{})
+	go func() {
+		defer close(stopped)
+		m.Stop()
+	}()
+
+	assertManagerMockStopped(t, userManager)
+
+	// Wait a bit for the notifier to be told to shut down.
+	// This is a hack, but we have no more robust way to ensure that the notifier has acknowledged the shutdown request.
+	time.Sleep(100 * time.Millisecond)
+
+	// The notifier should now be in the draining state.
+	// Release the first request so that the second notification is drained from the queue, then check that both notifications are received and the manager has stopped.
+	close(releaseReceiver)
+	require.Eventually(t, func() bool {
+		return alertsReceived.Load() == 2
+	}, time.Second, 10*time.Millisecond, "gave up waiting for second notification to be sent")
+
+	select {
+	case <-stopped:
+		// Manager has stopped, nothing more to do.
+	case <-time.After(time.Second):
+		require.FailNow(t, "gave up waiting for multi-tenant manager to stop")
+	}
+}
+
+func waitForAlertmanagerToBeDiscovered(t *testing.T, notifier *notifier.Manager) {
+	// There is a hardcoded 5 second refresh interval in discovery.Manager, so we need to wait for that to happen at least once.
+	require.Eventually(t, func() bool {
+		return len(notifier.Alertmanagers()) > 0
+	}, 10*time.Second, 100*time.Millisecond, "gave up waiting for static Alertmanager URL to be discovered")
+}
+
 func getManager(m *DefaultMultiTenantManager, user string) RulesManager {
 	m.userManagerMtx.RLock()
 	defer m.userManagerMtx.RUnlock()
@@ -339,19 +444,25 @@ func assertRuleGroupsMappedOnDisk(t *testing.T, m *DefaultMultiTenantManager, us
 	}
 }
 
-func managerMockFactory(_ context.Context, _ string, _ *notifier.Manager, _ log.Logger, _ prometheus.Registerer) RulesManager {
-	return &managerMock{done: make(chan struct{})}
+func managerMockFactory(_ context.Context, _ string, n *notifier.Manager, _ log.Logger, _ prometheus.Registerer) RulesManager {
+	return &managerMock{done: make(chan struct{}), notifier: n}
 }
 
 type managerMock struct {
-	running atomic.Bool
-	done    chan struct{}
+	running  atomic.Bool
+	done     chan struct{}
+	notifier *notifier.Manager
+	onStop   func()
 }
 
 func (m *managerMock) Run() {
 	defer m.running.Store(false)
 	m.running.Store(true)
 	<-m.done
+
+	if m.onStop != nil {
+		m.onStop()
+	}
 }
 
 func (m *managerMock) Stop() {