Methanol → 3-Fluoro-3-(2-fluorobenzyl)cyclohexanamine

HRID 530854Notes

Reaction equation

HRID 530854 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][CH2:11][C:10]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[F:22])(O)[CH2:9]1)(C)(C)C.COCCN(S(F)(F)[F:34])CCOC.CO>C(Cl)Cl>[F:34][C:10]1([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[F:22])[CH2:11][CH2:12][CH2:13][CH:8]([NH2:7])[CH2:9]1

Participants

5

Reactant 3

HCID 887MethanolHCID 2734690(Bis(2-methoxyethyl)amino)sulfur trifluorideHCID 67983409Tert-butyl 3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate

Product 1

HCID 679836473-Fluoro-3-(2-fluorobenzyl)cyclohexanamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl-3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate (1 mmol, 323 mg) in DCM was added Deoxo-Fluor® (2 mmol, 370 μL) at room temperature. The reaction mixture was stirred for overnight. Methanol was added dropwise. The desired product was obtained after the removal of solvent by rotary evaporation.

Sources & evidence

ORD record
ord-5b06f5e43d6e4546bc88e39dc0acf5ed
Source dataset
uspto-grants-2016_05
Patent number
US09351965B2

Reaction notes

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