Pyrrolidine → 4-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-6-(pyrrolidin-1-ylcarbonyl)-1H-benzimidazole

HRID 2238597Notes

Reaction equation

HRID 2238597 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.[NH:28]1[CH2:32][CH2:31][CH2:30][CH2:29]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:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[O:26])[CH:15]=1)[CH2:5][CH2:6][O:7]2

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 686901324-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid

Product 1

HCID 593038944-[(5,7-Difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-6-(pyrrolidin-1-ylcarbonyl)-1H-benzimidazoleYield 39%

Procedure

The title compound was prepared as a colorless amorphous in 39% yield (45 mg) from 4-[(5,7-difluoro-3,4-dihydro-2H-chromen-4-yl)oxy]-1,2-dimethyl-1H-benzimidazole-6-carboxylic acid (100 mg, 0.27 mmol, STEP 2 of Example 19) and pyrrolidine (38 mg, 0.53 mmol) by the same manner in STEP 3 of Example 11.

Sources & evidence

ORD record
ord-756efca4e5514e4ab2fc0e215873f227
Source dataset
uspto-grants-2010_05
Patent number
US07718809B2

Reaction notes

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