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5-Fluoro-2-(pyrimidin-2-yl)benzoic acid → (5-Fluoro-2-pyrimidin-2-yl-phenyl)-[5-(6-methyl-2-trifluoromethyl-pyrimidin-4-yl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-methanone

HRID 244004
Notes
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Reaction equation

HRID 244004 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[N:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[C:6]([CH:10]=1)[C:7]([OH:9])=O.[CH3:17][C:18]1[N:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[N:21]=[C:20]([N:28]2[CH2:35][CH:34]3[CH:30]([CH2:31][NH:32][CH2:33]3)[CH2:29]2)[CH:19]=1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:11]2[N:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[C:6]([C:7]([N:32]2[CH2:33][CH:34]3[CH:30]([CH2:29][N:28]([C:20]4[CH:19]=[C:18]([CH3:17])[N:23]=[C:22]([C:24]([F:25])([F:26])[F:27])[N:21]=4)[CH2:35]3)[CH2:31]2)=[O:9])[CH:10]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 670869505-Fluoro-2-(pyrimidin-2-yl)benzoic acidHCID 671163082-(6-Methyl-2-trifluoromethyl-pyrimidin-4-yl)-octahydro-pyrrolo[3,4-c]pyrrole

Product 1

HCID 69939310(5-Fluoro-2-pyrimidin-2-yl-phenyl)-[5-(6-methyl-2-trifluoromethyl-pyrimidin-4-yl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-methanone

Procedure

The title compound was prepared in a manner analogous to Example 15 utilizing Intermediate 13 and Intermediate 31. MS (ESI): mass calculated for C23H20F4N6O, 472.45; m/z found 473.2 [M+H]+.

Sources & evidence

ORD record
ord-293d5452ae8f4fe6b0de0359c460218a
Source dataset
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08653263B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes