2-Pyrazolylbenzoic acid → 2-(4,6-Dimethoxypyrimidin-2-yl)-5-{[2-(1H-pyrazol-1-yl)phenyl]carbonyl}octahydro-pyrrolo[3,4-c]pyrrole

HRID 243943Notes

Reaction equation

HRID 243943 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.[N:19]1([C:24]2[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=2[C:26](O)=[O:27])[CH:23]=[CH:22][CH:21]=[N:20]1>>[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:26]([C:25]4[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=4[N:19]4[CH:23]=[CH:22][CH:21]=[N:20]4)=[O:27])[CH2:16]3)[CH2:12]2)[N:4]=1

Participants

3

Reactant 2

HCID 47383832-Pyrazolylbenzoic acidHCID 671164912-(4,6-Dimethoxy-pyrimidin-2-yl)-octahydro-pyrrolo[3,4-c]pyrrole

Product 1

HCID 529175392-(4,6-Dimethoxypyrimidin-2-yl)-5-{[2-(1H-pyrazol-1-yl)phenyl]carbonyl}octahydro-pyrrolo[3,4-c]pyrrole

Procedure

The title compound was prepared in a manner analogous to Example 15 utilizing Intermediate 39 and 2-pyrazol-1-yl-benzoic acid. MS (ESI) mass calcd. for C22H24N6O3, 420.46; m/z found, 421.1 [M+H]+. 1H NMR (CDCl3): 7.74 (d, J=2.0 Hz, 1H), 7.59-7.29 (m, 5H), 6.31 (br s, 1H), 5.32 (s, 1H), 3.90-3.64 (m, 7.8H), 3.61-3.41 (m, 2.2H), 3.40-3.05 (m, 3H), 2.95-2.65 (m, 3H).

Sources & evidence

ORD record
ord-312f312b8fb14551a3f6ab20212087fa
Source dataset
uspto-grants-2014_02
Patent number
US08653263B2

Reaction notes

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