1-Pyrrolidinecarbonyl chloride → HCID 42645356, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-(4-chlorophenyl)-4,5-dimethyl-1,3-thiazol-2(3H)-imine hydrochloride (90 mg, 0.33 mmol, Example 160A) in acetonitrile (2.0 mL) containing diisopropylethylamine (102 mg, 0.79 mmol) was added 1-pyrrolidinecarbonyl chloride (53 mg, 39 mmol). The mixture was heated at 75° C. for 18 hours, then concentrated. The residue was dissolved in dichloromethane (10 mL). The organic layer was washed with dilute aqueous ammonium chloride (5 mL) and water (2×5 mL) and the dichloromethane was removed under reduced pressure. The residue was purified on a Waters Symmetry C8 30×100 mm column (flow rate 40 mL/min, 5-95% gradient of acetonitrile in 0.1% aqueous trifluoroacetic acid) to afford the title product.

Provenance & Evidence