3-methylazetidin-3-ol Hydrochloride → 1-({4-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazol-6-yl}carbonyl)-3-methylazetidin-3-ol

HRID 2238598Notes

Reaction equation

HRID 2238598 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](O)=[O:26])[CH:15]=1)[CH2:5][CH2:6][O:7]2.Cl.[CH3:29][C:30]1([OH:34])[CH2:33][NH:32][CH2:31]1>>[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]([N:32]3[CH2:33][C:30]([CH3:29])([OH:34])[CH2:31]3)=[O:26])[CH:15]=1)[CH2:5][CH2:6][O:7]2

Participants

3

Reactant 2

HCID 115427813-methylazetidin-3-ol HydrochlorideHCID 686901324-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid

Product 1

HCID 593038851-({4-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazol-6-yl}carbonyl)-3-methylazetidin-3-olYield 76%

Procedure

The title compound was prepared as a colorless amorphous in 76% yield (71 mg) from 4-[(5,7-difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid (80 mg, 0.21 mmol, STEP 2 of Example 21) and 3-methylazetidin-3-ol hydrochloride (crude 135 mg, STEP 1) by the same manner in STEP 3 of Example 11.

Sources & evidence

ORD record
ord-a6dab85fd4f1464abfe62a3c9191d15d
Source dataset
uspto-grants-2010_05
Patent number
US07718809B2

Reaction notes

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