2-Chlorobenzimidazole → (1H-Benzoimidazol-2-yl)-(7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)amine

HRID 16563Notes

Reaction equation

HRID 16563 reaction equation
Cl[C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[F:11][C:12]1[CH:21]=[C:20]2[C:15]([CH2:16][CH2:17][CH2:18][CH:19]2[NH2:22])=[CH:14][CH:13]=1>>[N:6]1[C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[NH:3][C:2]=1[NH:22][CH:19]1[C:20]2[C:15](=[CH:14][CH:13]=[C:12]([F:11])[CH:21]=2)[CH2:16][CH2:17][CH2:18]1

Participants

3

Reactant 2

HCID 785722-ChlorobenzimidazoleHCID 109427987-Fluoro-1,2,3,4-tetrahydronaphthalen-1-amine

Product 1

HCID 25157554(1H-Benzoimidazol-2-yl)-(7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)amine

Procedure

The title compound was prepared from 2-chlorobenzimidazole and 7-fluoro-1,2,3,4-tetrahydro-1-naphthylamine (prepared by Procedure B from 7-fluoro-1 -tetralone) by Procedure A. The product was purified by column chromatography to give the title compound as the free base and as a mixture of enantiomers (white solid, mp 181° C.). MS(ES+) m/z 282 ([M+1]+, 100).

Workup

  1. customThe product was purified by column chromatography

Sources & evidence

ORD record
ord-659f4c92bf4c415ea05c5b935dd9dae7
Source dataset
uspto-grants-2010_06
Patent number
US07737167B2

Reaction notes

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