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diff --git a/jstests/multiVersion/ttl_expire_nan_mixed_cluster.js b/jstests/multiVersion/ttl_expire_nan_mixed_cluster.js
new file mode 100644
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+++ b/jstests/multiVersion/ttl_expire_nan_mixed_cluster.js
@@ -0,0 +1,40 @@
+/**
+ * Tests that a mixed cluster in FCV 4.4 containing a TTL index with NaN for 'expireAfterSeconds'
+ * will fail to replicate the TTL index to a secondary running a 5.0+ binary.
+ *
+ * @tags: [
+ *     requires_replication,
+ * ]
+ */
+(function() {
+'use strict';
+
+load('jstests/noPassthrough/libs/index_build.js');
+
+const rst = new ReplSetTest({
+    nodes: [{binVersion: 'last-lts'}, {binVersion: 'latest', rsConfig: {votes: 0, priority: 0}}],
+});
+rst.startSet();
+rst.initiate();
+
+let primary = rst.getPrimary();
+const db = primary.getDB('test');
+const coll = db.t;
+
+assert.commandWorked(coll.createIndex({t: 1}, {expireAfterSeconds: NaN}));
+assert.commandWorked(coll.insert({_id: 0, t: ISODate()}));
+
+// The secondary should fail to create the TTL index with NaN for 'expireAfterSeconds' during
+// oplog application shut down with a fatal assertion.
+assert.soon(() => {
+    return rawMongoProgramOutput().search(/Fatal assertion/) >= 0;
+});
+const secondary = rst.getSecondary();
+rst.stop(secondary, /*signal=*/undefined, {allowedExitCode: MongoRunner.EXIT_ABRUPT});
+assert.gte(
+    rawMongoProgramOutput().search(
+        /Fatal assertion.*34437.*CannotCreateIndex.*t_1.*TTL indexes cannot have NaN 'expireAfterSeconds'/),
+    0);
+
+rst.stopSet();
+})();