2-Chloro-4-(thiophen-2-yl)pyrimidine → 2-(Biphenyl-2-ylcarbonyl)-5-(4-thiophen-2-ylpyrimidin-2-yl)octahydropyrrolo[3,4-c]pyrrole

HRID 243925Notes

Reaction equation

HRID 243925 reaction equation
[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([N:9]1[CH2:16][CH:15]2[CH:11]([CH2:12][NH:13][CH2:14]2)[CH2:10]1)=[O:8].Cl[C:24]1[N:29]=[C:28]([C:30]2[S:31][CH:32]=[CH:33][CH:34]=2)[CH:27]=[CH:26][N:25]=1>>[C:1]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([N:9]1[CH2:10][CH:11]2[CH:15]([CH2:14][N:13]([C:24]3[N:29]=[C:28]([C:30]4[S:31][CH:32]=[CH:33][CH:34]=4)[CH:27]=[CH:26][N:25]=3)[CH2:12]2)[CH2:16]1)=[O:8]

Participants

3

Reactant 2

HCID 141179412-Chloro-4-(thiophen-2-yl)pyrimidineHCID 67116416Biphenyl-2-yl-(hexahydro-pyrrolo[3,4-c]pyrrol-2-yl)-methanone

Product 1

HCID 529170892-(Biphenyl-2-ylcarbonyl)-5-(4-thiophen-2-ylpyrimidin-2-yl)octahydropyrrolo[3,4-c]pyrrole

Procedure

The title compound was prepared in a manner analogous to Example 15 utilizing Intermediate 17 and 2-chloro-4-thiophen-2-yl-pyrimidine. MS (ESI) mass calcd. for C27H24N4OS, 452.57; m/z found, 453.1 [M+H]+.

Sources & evidence

ORD record
ord-f07b497c145d4ab38659ef90b62212c6
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Reaction notes

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