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

HRID 244054Notes

Reaction equation

HRID 244054 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.[CH3:21][O:22][C:23]1[CH:31]=[CH:30][C:26]([C:27](O)=[O:28])=[C:25]([N:32]2[N:36]=[CH:35][CH:34]=[N:33]2)[CH:24]=1>>[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:27]([C:26]4[CH:30]=[CH:31][C:23]([O:22][CH3:21])=[CH:24][C:25]=4[N:32]4[N:36]=[CH:35][CH:34]=[N:33]4)=[O:28])[CH2:18][CH:19]3[CH2:20]1)[CH:6]=[N:5]2

Participants

3

Reactant 2

HCID 670869234-Methoxy-2-(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 69939348(5-(6,7-Difluoroquinoxalin-2-yl)hexahydropyrrolo[3,4-c]pyrrol-2(1H)-yl)(4-methoxy-2-(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 Intermediate 54 in the last step MS (ESI): mass calculated for C24H21F2N7O2, 477.17; m/z found 478.1 [M+H]+. 1H NMR (500 MHz, CDCl3) 8.26 (d, J=14.7, 1H), 7.71 (s, 2H), 7.63 (dd, J=10.6, 8.5, 1H), 7.49 (t, J=7.1, 1H), 7.41 (dd, J=11.4, 8.0, 1H), 7.33 (t, J=6.7, 1H), 6.95 (dt, J=8.4, 4.2, 1H), 3.99-3.85 (m, 5H), 3.83-3.69 (m, 2H), 3.70-3.57 (m, 1H), 3.52 (dd, J=11.0, 3.5, 1H), 3.44 (s, 1H), 3.19-3.09 (m, 1H), 3.09-2.97 (m, 2H).

Sources & evidence

ORD record
ord-66ab38c3864c490ab6ba87794dd096cc
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Reaction notes

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