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

HRID 240506Notes

Reaction equation

HRID 240506 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].[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH2:32][CH2:33][NH2:34]>>[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH2:32][CH2:33][NH:34][C:21]([C:20]1[CH:24]=[C:16]([N:14]2[CH2:15][C@@H:10]3[CH2:9][N:8]([C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[CH2:12][C@@H:11]3[CH2:13]2)[CH:17]=[N:18][CH:19]=1)=[O:23]

Participants

3

Reactant 2

HCID 6433572-(2-Fluorophenyl)ethylamineHCID 672653675-((3aR,6aS)-5-(tert-butoxycarbonyl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)nicotinic Acid

Product 1

HCID 67265607(3aR,6aS)-tert-butyl 5-(5-(2-fluorophenethylcarbamoyl)pyridin-3-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate

Procedure

The product from Example 33B and 2-(2-fluorophenyl)ethanamine were processed as described in Example 33C to provide the title compound. MS (ESI) m/z 455 (M+H)+.

Sources & evidence

ORD record
ord-46f9a5b19eb64faea5d5380019cf6ae7
Source dataset
uspto-grants-2014_02
Patent number
US08648084B2

Reaction notes

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