3-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid → N-[2-[3-(3,4-dicyanophenyl)pyrazol-1-yl]ethyl]-3-pyridin-3-yl-1H-pyrazole-5-carboxamide
Reaction equation
[NH2:1][CH2:2][CH2:3][N:4]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[C:11]([C:17]#[N:18])[C:12](=[CH:15][CH:16]=2)[C:13]#[N:14])=[N:5]1.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]2[CH:29]=[C:28]([C:30](O)=[O:31])[NH:27][N:26]=2)[CH:20]=1>>[C:17]([C:11]1[CH:10]=[C:9]([C:6]2[CH:7]=[CH:8][N:4]([CH2:3][CH2:2][NH:1][C:30]([C:28]3[NH:27][N:26]=[C:25]([C:21]4[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=4)[CH:29]=3)=[O:31])[N:5]=2)[CH:16]=[CH:15][C:12]=1[C:13]#[N:14])#[N:18]Participants
3
Procedure
The title compound was prepared from 4-(1-(2-aminoethyl)-1H-pyrazol-3-yl)-phthalonitrile (50 mg) and 3-(pyridin-3-yl)-1H-pyrazole-5-carboxylic acid (42 mg) using the method of Example 34(d). Yield 39 mg. 1H-NMR (400 MHz; d6-DMSO): δ 3.73 (q, 2H), 4.40 (t, 2H), 7.02 (d, 1H), 7.21 (s, 1H), 7.49 (m, 1H), 7.88 (s, 1H), 8.11-8.16 (m, 2H), 8.30 (dd, 1H), 8.40-8.58 (m, 1H), 8.48 (d, 1H), 8.56 (d, 1H), 8.99 (s, 1H), 13.78 (br s, 1H).
Sources & evidence
- ORD record
- ord-704ab854c17e490da34f345bacece58d
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08975254B2
Reaction notes
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