Methanol → HCID 59536363, compound

HRID 445303Notes

Reaction equation

HRID 445303 reaction equation
Cl.[F:2][C:3]1([F:10])[CH2:8][CH2:7][CH:6]([NH2:9])[CH2:5][CH2:4]1.Cl[C:12]([O:14][C:15]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][CH:16]=1)=[O:13].CCN(C(C)C)C(C)C.CO>C(Cl)Cl>[F:2][C:3]1([F:10])[CH2:8][CH2:7][CH:6]([NH:9][C:12](=[O:13])[O:14][C:15]2[CH:16]=[CH:17][C:18]([N+:21]([O-:23])=[O:22])=[CH:19][CH:20]=2)[CH2:5][CH2:4]1

Participants

6

Reactant 4

HCID 887MethanolHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 231506694,4-Difluorocyclohexan-1-amine hydrochloride

Product 1

HCID 59536363HCID 59536363, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4,4-difluorocyclohexanamine hydrochloride (Matrix scientific, 250 mg, 1.45 mmol) in DCM (5 mL) was added 4-nitrophenyl chloroformate (367 mg, 1.82 mmol) and DIEA (507 μl, 0.29 mmol). The resulting mixture was then stirred at RT for 16 h. Then, MeOH (2 mL) was added and the solvents were removed. The residue was purified by silica gel flash column chromatography (0%-100% EtOAc/hexane) to give the title compound as a yellow solid.

Workup

  1. customthe solvents were removed
  2. customThe residue was purified by silica gel flash column chromatography (0%-100% EtOAc/hexane)

Sources & evidence

ORD record
ord-00c2f84f8c2b42dca18083329f211cb5
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

Loading…