Methylamine → {[3-Fluoro-5-(trifluoromethyl)phenyl]methyl}(methyl)amine

HRID 711331Notes

Reaction equation

Br[CH2:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[C:5]([F:13])[CH:4]=1.[CH3:14][NH2:15]>CO>[F:13][C:5]1[CH:4]=[C:3]([CH2:2][NH:15][CH3:14])[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 1-(bromomethyl)-3-fluoro-5-(trifluoromethyl)benzene (257 mg, 1 mmol) in MeOH (5 mL) was added methanamine in MeOH (5 mL). The reaction was stirred at 50° C. for 16 h and then concentrated in high vacuum. The residue was purified by silica gel chromatography (DCM/MeOH=20/1 to 10/1) to give the title compound (200 mg, yield: 90%); m/z (ES+): 222 [M+H]+.

Workup

concentrationconcentrated in high vacuum
customThe residue was purified by silica gel chromatography (DCM/MeOH=20/1 to 10/1)

Sources & evidence

ORD record: ord-823bf0497b6245cc88115ebe70ed076b
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181259B2

Reaction notes

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