(R)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-(trifluoromethyl)benzonitrile → HCID 178461740, compound

HRID 872556Notes

Reaction equation

HRID 872556 reaction equation
[NH2:1][C@H:2]([CH3:21])[CH2:3][N:4]1[CH:8]=[CH:7][C:6]([C:9]2[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[C:11]([C:17]([F:20])([F:19])[F:18])[CH:10]=2)=[N:5]1.[O:22]1[CH:26]=[CH:25][CH:24]=[C:23]1[C:27]1[CH:31]=[C:30]([C:32](O)=[O:33])[NH:29][N:28]=1>>[C:13]([C:12]1[CH:15]=[CH:16][C:9]([C:6]2[CH:7]=[CH:8][N:4]([CH2:3][C@H:2]([NH:1][C:32]([C:30]3[NH:29][N:28]=[C:27]([C:23]4[O:22][CH:26]=[CH:25][CH:24]=4)[CH:31]=3)=[O:33])[CH3:21])[N:5]=2)=[CH:10][C:11]=1[C:17]([F:20])([F:19])[F:18])#[N:14]

Participants

3

Reactant 2

HCID 67180702(R)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-(trifluoromethyl)benzonitrileHCID 178524128HCID 178524128, compound

Product 1

HCID 178461740HCID 178461740, compoundYield 74.5%

Procedure

(The title compound was prepared from (R)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-(trifluoromethyl)benzonitrile (0.080 g, 0.272 mg) and 3-(furan-2-yl)-1H-pyrazole-5-carboxylic acid (0.053 g, 0.299 mmol) using the method of Example 34(d) affording 0.092 g of the title compound. 1H-NMR (400 MHz; d6-DMSO): δ 1.17 (d, 3H), 4.30-4.39 (m, 2H), 4.42-4.51 (m, 1H), 6.61 (m, 1H), 7.03 (d, 1H), 7.76 (m, 1H), 7.86 (d, 1H), 8.17 (d, 1H), 8.27 (m, 2H), 8.34-8.36 (m, 1H), 13.69 (m, 1H).

Sources & evidence

ORD record
ord-642b00f2cc084ec084093fe05a8737f3
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

Loading…