Cyclobutanecarbonyl chloride → HCID 67001524, compound

Participants

Reaction Steps

A solution of the product of Example 64C (97 mg, 0.31 mmol) in dichloromethane (2 mL) was added to cyclobutanecarbonyl chloride (0.048 mL, 0.42 mmol). The resulting, turbid solution was stirred at room temperature for 12 hours, and then the reaction was quenched by the addition of 20% Na2CO3 (1 mL). After 30 minutes, the mixture was made basic (pH˜9) by addition of 1 M NaOH (˜0.2 mL), diluted with water (3 mL) and extracted with CHCl3 (3×2 mL). The combined organic phases were dried over K2CO3 and concentrated: 1H NMR (300 MHz, CD3OD) δ ppm 1.58-2.02 (m, 5H), 2.06-2.44 (m, 4H), 2.68-3.26 (m, 6H), 3.42-3.65 (m, 3H), 3.96-4.47 (m, 2H), 6.82-7.11 (m, 3H), 7.17-7.58 (m, 3H), 8.08-8.32 (m, 1H); MS (DCI) m/z 395 (M+H)+.

Provenance & Evidence