2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid → (5-(6,7-Difluoroquinoxalin-2-yl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)(2-fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)methanone

HRID 244019Notes

Reaction equation

HRID 244019 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[N:8]=[C:7]([N:13]1[CH2:20][CH:19]3[CH:15]([CH2:16][NH:17][CH2:18]3)[CH2:14]1)[CH:6]=[N:5]2.[F:21][C:22]1[CH:30]=[CH:29][CH:28]=[C:27]([N:31]2[N:35]=[CH:34][CH:33]=[N:32]2)[C:23]=1[C:24](O)=[O:25]>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[N:8]=[C:7]([N:13]1[CH2:14][CH:15]3[CH2:16][N:17]([C:24]([C:23]4[C:27]([N:31]5[N:35]=[CH:34][CH:33]=[N:32]5)=[CH:28][CH:29]=[CH:30][C:22]=4[F:21])=[O:25])[CH2:18][CH:19]3[CH2:20]1)[CH:6]=[N:5]2

Participants

3

Reactant 2

HCID 670866272-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acidHCID 699386886,7-Difluoro-2-(hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)quinoxaline

Product 1

HCID 67116233(5-(6,7-Difluoroquinoxalin-2-yl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)(2-fluoro-6-(2H-1,2,3-triazol-2-yl)phenyl)methanone

Procedure

The title compound was prepared in a manner analogous to Example 15, utilizing Intermediate 44 and 2-fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid. MS (ESI): mass calculated for C23H18F3N7O, 465.2; m/z found 466.1 [M+H]+. 1H NMR (500 MHz, CDCl3): 8.32-8.24 (m, 1H), 7.90-7.79 (m, 2H), 7.68 (s, 1H), 7.65 (ddd, J=10.7, 8.5, 4.2, 1H), 7.55-7.38 (m, 2H), 7.22-7.10 (m, 1H), 4.13-3.48 (m, 7H), 3.40-3.05 (m, 3H).

Sources & evidence

ORD record
ord-2db222147df943ae89b2a7ba717c1f43
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Reaction notes

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