5-fluoro-2-(2H-1,2,3-triazol-2-yl)benzoic acid → 2-(4,6-Dimethoxypyrimidin-2-yl)-5-{[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}octahydropyrrolo[3,4-c]pyrrole

HRID 243942Notes

Reaction equation

HRID 243942 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([N:11]2[CH2:18][CH:17]3[CH:13]([CH2:14][NH:15][CH2:16]3)[CH2:12]2)[N:4]=1.[F:19][C:20]1[CH:21]=[CH:22][C:23]([N:29]2[N:33]=[CH:32][CH:31]=[N:30]2)=[C:24]([CH:28]=1)[C:25](O)=[O:26]>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([N:11]2[CH2:18][CH:17]3[CH:13]([CH2:14][N:15]([C:25]([C:24]4[CH:28]=[C:20]([F:19])[CH:21]=[CH:22][C:23]=4[N:29]4[N:33]=[CH:32][CH:31]=[N:30]4)=[O:26])[CH2:16]3)[CH2:12]2)[N:4]=1

Participants

3

Reactant 2

HCID 670869485-fluoro-2-(2H-1,2,3-triazol-2-yl)benzoic acidHCID 671164912-(4,6-Dimethoxy-pyrimidin-2-yl)-octahydro-pyrrolo[3,4-c]pyrrole

Product 1

HCID 529174652-(4,6-Dimethoxypyrimidin-2-yl)-5-{[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]carbonyl}octahydropyrrolo[3,4-c]pyrrole

Procedure

The title compound was prepared in a manner analogous to Example 15 utilizing Intermediate 39 and Intermediate 1. MS (ESI) mass calcd. for C22H22FN7O3, 439.18; m/z found, 440.1 [M+H]+. 1H NMR (CDCl3): 7.89 (dd, J=8.9, 4.7 Hz, 1H), 7.66 (s, 1H), 7.25-7.01 (m, 2H), 5.32 (s, 1H), 3.77 (m, 8H), 3.67-3.54 (m, 2H), 3.52-3.26 (m, 3H), 3.01-2.78 (m, 3H).

Sources & evidence

ORD record
ord-88b30c7491504bff9015c4d8f5de83e6
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Reaction notes

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