Methylamine → HCID 67148753, compound

Participants

Reaction Conditions

Reaction Steps

4-Nitrophenyl chloroformate (5.08 g, 24.4 mmol) and DIPEA (8.37 mL, 48.9 mmol) were added to a sol. of (2-chloro-5-hydroxymethyl-benzyl)-cyclopropyl-carbamic acid tert-butyl ester (3.05 g, 9.78 mmol) in CH3CN (50 mL). The mixture was stirred at 60° C. for 20 h, and was allowed to cool to rt. MeNH2 (2M in THF, 49.0 mL, 98.0 mmol) was added, and the mixture was stirred at rt for 4 h. The mixture was partitioned between CH2Cl2 and water. The org. layer was washed with water and brine, dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC (CH2Cl2/Et2O 9:1) yielded the title compound (2.67 g, 74%). LC-MS: tR=1.01 min; ES+: 313.37.

Provenance & Evidence