2-(Methylamino)ethanol → 4-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-N-(2-hydroxyethyl)-N,2-dimethyl-1H-benzimidazole-6-carboxamide

HRID 2239308Notes

Reaction equation

HRID 2239308 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])[NH:19][C:18]=3[CH:17]=[C:16]([C:24]([OH:26])=O)[CH:15]=1)[CH2:5][CH2:6][O:7]2.[CH3:27][NH:28][CH2:29][CH2:30][OH:31]>>[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])[NH:19][C:18]=3[CH:17]=[C:16]([C:24]([N:28]([CH2:29][CH2:30][OH:31])[CH3:27])=[O:26])[CH:15]=1)[CH2:5][CH2:6][O:7]2

Participants

3

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 685745597-[(5,7-Difluorochroman-4-yl)oxy]-2-methyl-1H-benzo[d]imidazole-5-carboxylic Acid

Product 1

HCID 589001994-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-N-(2-hydroxyethyl)-N,2-dimethyl-1H-benzimidazole-6-carboxamideYield 40%

Procedure

The title compound was prepared as a white solid (50 mg, 40% yield for 3 steps) from 4-[(5,7-difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-2-methyl-1H-benzimidazole-6-carboxylic acid (100 mg, crude, STEP 4 in Example 4) and 2-(methylamino)ethanol (63 mg, 0.83 mmol) by the same manner in STEP 5 of Example 1.

Sources & evidence

ORD record
ord-377df1b9fa4949f8aed5bc5dce9dcffd
Source dataset
uspto-grants-2010_05
Patent number
US07723321B2

Reaction notes

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