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3-Fluoropyrrolidine → 6-((3R)-3-fluoro-pyrrolidin-1-yl)-5-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-1H-benzimidazole

HRID 13368
Notes
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Reaction equation

HRID 13368 reaction equation
C(OC(C1C=CC=CC=1O[C:9]1[C:23]([O:24][C:25]2[CH:30]=[CH:29][C:28]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:27][CH:26]=2)=[CH:22][C:12]2[NH:13][C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)=[N:15][C:11]=2[CH:10]=1)=O)C.[F:39][C@@H:40]1[CH2:44][CH2:43][NH:42][CH2:41]1>>[F:39][C@@H:40]1[CH2:44][CH2:43][N:42]([C:9]2[C:23]([O:24][C:25]3[CH:26]=[CH:27][C:28]([S:31]([CH3:34])(=[O:32])=[O:33])=[CH:29][CH:30]=3)=[CH:22][C:12]3[N:13]=[C:14]([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=4)[NH:15][C:11]=3[CH:10]=2)[CH2:41]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27591633-FluoropyrrolidineHCID 231451405-(2-Ethoxycarbonyl-phenoxy)-6-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-1H-benzimidazole

Product 1

HCID 674829266-((3R)-3-fluoro-pyrrolidin-1-yl)-5-(4-methanesulfonyl-phenoxy)-2-pyridin-2-yl-1H-benzimidazole

Procedure

The entitled compound was obtained as a yellow oily substance in the same method as in Example 15 or in accordance with the method or by combining it with an ordinary method but using 5-fluoro-4-(4-methanesulfonyl-phenoxy)-2-nitro-phenylamine obtained in Example 14, and (R)-3-fluoropyrrolidine.

Workup

  1. customThe entitled compound was obtained as a yellow oily substance in the same method as in Example 15 or in accordance with the method

Sources & evidence

ORD record
ord-358a766059a04eb4bdccfca5422ab0f0
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07728025B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes