Methylamine hydrochloride → 4-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-N,1,2-trimethyl-1H-benzimidazole-6-carboxamide

HRID 2238595Notes

Reaction equation

[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[CH:4]([O:13][C:14]1[C:22]3[N:21]=[C:20]([CH3:23])[N:19]([CH3:24])[C:18]=3[CH:17]=[C:16]([C:25]([OH:27])=O)[CH:15]=1)[CH2:5][CH2:6][O:7]2.Cl.[CH3:29][NH2:30]>>[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[CH:4]([O:13][C:14]1[C:22]3[N:21]=[C:20]([CH3:23])[N:19]([CH3:24])[C:18]=3[CH:17]=[C:16]([C:25]([NH:30][CH3:29])=[O:27])[CH:15]=1)[CH2:5][CH2:6][O:7]2

Participants

Reactant 2

HCID 6364545Methylamine hydrochloride

HCID 686901324-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid

Product 1

HCID 593038924-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-N,1,2-trimethyl-1H-benzimidazole-6-carboxamideYield 96%

Procedure

The title compound was prepared as a colorless amorphous in 96% yield (0.99 g) from 4-[(5,7-difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid (1.0 g, 2.7 mmol, STEP 2) and methanamine hydrochloride (0.54 g, 8.0 mmol) by the same manner in STEP 3 of Example 11.

Sources & evidence

ORD record: ord-230437024cfc453cb79572b8ee27b410
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07718809B2

Reaction notes

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