A torque wrench engagement mechanism for a drilling machine is provided. The torque wrench engagement mechanism includes a wrench assembly. The wrench assembly includes a wrench member having a receiving portion adapted to receive a flattened portion of a pipe. The wrench assembly includes a guide member disposed adjacent to the wrench member. The wrench assembly also includes at least one guide pin disposed between the wrench member and the guide member. The wrench assembly further includes a spring member disposed in association with the at least one guide pin. The torque wrench engagement mechanism also includes an actuation member operably coupled to the wrench assembly. At an extended position of the actuation member, the spring member is adapted to move the wrench member to engage with the flattened portion of the pipe, when the flattened portion of the pipe slidably aligns with the receiving portion of the wrench member.