3,3-Difluoropyrrolidine → N-{2-[3-(3,3-difluoropyrrolidin-1-yl)propyl]-3-methylimidazo[1,2-a]pyridin-6-yl}-4-(pyridin-2-ylmethoxy)benzamide

HRID 230805Notes

Reaction equation

HRID 230805 reaction equation
O[CH2:2][CH2:3][CH2:4][C:5]1[N:6]=[C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:29])[C:15]3[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=4)=[CH:17][CH:16]=3)=[CH:9][N:8]2[C:30]=1[CH3:31].[F:32][C:33]1([F:38])[CH2:37][CH2:36][NH:35][CH2:34]1>>[F:32][C:33]1([F:38])[CH2:37][CH2:36][N:35]([CH2:2][CH2:3][CH2:4][C:5]2[N:6]=[C:7]3[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:29])[C:15]4[CH:20]=[CH:19][C:18]([O:21][CH2:22][C:23]5[CH:28]=[CH:27][CH:26]=[CH:25][N:24]=5)=[CH:17][CH:16]=4)=[CH:9][N:8]3[C:30]=2[CH3:31])[CH2:34]1

Participants

3

Reactant 2

HCID 27828273,3-DifluoropyrrolidineHCID 57763130N-[2-(3-hydroxypropyl)-3-methylimidazo[1,2-a]pyridin-6-yl]-4-(pyridin-2-ylmethoxy)benzamide

Product 1

HCID 57763093N-{2-[3-(3,3-difluoropyrrolidin-1-yl)propyl]-3-methylimidazo[1,2-a]pyridin-6-yl}-4-(pyridin-2-ylmethoxy)benzamideYield 36.8%

Procedure

The compound (25.0 mg) obtained in Example 14 and 3,3-difluoropyrrolidine (3.4 mg) were processed in the same manner as in Example 19 to obtain the entitled compound (5.9 mg).

Sources & evidence

ORD record
ord-9a2d11778e2e4a8aa993ecf1db05474b
Source dataset
uspto-grants-2009_07
Patent number
US07566781B2

Reaction notes

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