3,5-Dimethoxyaniline → (3aR,6aS)-tert-butyl 5-(5-(3,5-dimethoxyphenylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

HRID 240507Notes

Reaction equation

HRID 240507 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:12][C@H:11]2[CH2:13][N:14]([C:16]3[CH:17]=[N:18][CH:19]=[C:20]([CH:24]=3)[C:21]([OH:23])=O)[CH2:15][C@H:10]2[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:25][O:26][C:27]1[CH:28]=[C:29]([CH:31]=[C:32]([O:34][CH3:35])[CH:33]=1)[NH2:30]>>[CH3:35][O:34][C:32]1[CH:31]=[C:29]([NH:30][C:21]([C:20]2[CH:24]=[C:16]([N:14]3[CH2:13][C@@H:11]4[CH2:12][N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH2:9][C@@H:10]4[CH2:15]3)[CH:17]=[N:18][CH:19]=2)=[O:23])[CH:28]=[C:27]([O:26][CH3:25])[CH:33]=1

Participants

3

Reactant 2

HCID 663013,5-DimethoxyanilineHCID 672653675-((3aR,6aS)-5-(tert-butoxycarbonyl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)nicotinic Acid

Product 1

HCID 67265716(3aR,6aS)-tert-butyl 5-(5-(3,5-dimethoxyphenylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Procedure

The product from Example 33B and 3,5-dimethoxyaniline were processed as described in Example 33C to provide the title compound. MS (APCI) m/z 469 (M+H)+.

Sources & evidence

ORD record
ord-d9a02abef639412193a3233afc80c9b6
Source dataset
uspto-grants-2014_02
Patent number
US08648084B2

Reaction notes

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