4-(Trifluoromethyl)cinnamic acid → (E)-N-[1-(2-Acetyl-thiazol-5-ylmethyl)-1H-pyrazol-4-yl]-3-(4-trifluoromethyl-phenyl)-acrylamide

HRID 2065364Notes

Reaction equation

HRID 2065364 reaction equation
[CH3:1][C:2]1([C:7]2[S:8][C:9]([CH2:12][N:13]3[CH:17]=[C:16]([NH2:18])[CH:15]=[N:14]3)=[CH:10][N:11]=2)[O:6]CCO1.[F:19][C:20]([F:33])([F:32])[C:21]1[CH:26]=[CH:25][C:24](/[CH:27]=[CH:28]/[C:29](O)=[O:30])=[CH:23][CH:22]=1>>[C:2]([C:7]1[S:8][C:9]([CH2:12][N:13]2[CH:17]=[C:16]([NH:18][C:29](=[O:30])/[CH:28]=[CH:27]/[C:24]3[CH:23]=[CH:22][C:21]([C:20]([F:32])([F:33])[F:19])=[CH:26][CH:25]=3)[CH:15]=[N:14]2)=[CH:10][N:11]=1)(=[O:6])[CH3:1]

Participants

3

Reactant 2

HCID 6880704-(Trifluoromethyl)cinnamic acidHCID 669293321-[2-(2-Methyl-[1,3]dioxolan-2-yl)-thiazol-5-ylmethyl]-1H-pyrazol-4-ylamine

Product 1

HCID 66929009(E)-N-[1-(2-Acetyl-thiazol-5-ylmethyl)-1H-pyrazol-4-yl]-3-(4-trifluoromethyl-phenyl)-acrylamide

Procedure

Following general procedure B followed by C, starting from 1-[2-(2-methyl-[1,3]dioxolan-2-yl)-thiazol-5-ylmethyl]-1H-pyrazol-4-ylamine and (E)-3-(4-trifluoromethyl-phenyl)-acrylic acid. LC-MS-conditions 02: tR=1.01 min; [M+H]+=420.83.

Sources & evidence

ORD record
ord-a968fc861aed4da2abb6adbd1f572b2e
Source dataset
uspto-grants-2012_10
Patent number
US08288419B2

Reaction notes

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