1-(Trifluoromethyl)cyclopropane-1-carboxylic acid → HCID 16035981, compound

HRID 2354643Notes

Reaction equation

HRID 2354643 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]1([C:6](O)=[O:7])[CH2:5][CH2:4]1.[NH2:11][C:12]1[N:17]=[N:16][C:15]([N:18]2[CH2:23][CH2:22][N:21]([C:24]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:32]([F:35])([F:34])[F:33])=[O:25])[CH2:20][CH2:19]2)=[CH:14][CH:13]=1>>[F:35][C:32]([F:33])([F:34])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[C:24]([N:21]1[CH2:20][CH2:19][N:18]([C:15]2[N:16]=[N:17][C:12]([NH:11][C:6]([C:3]3([C:2]([F:10])([F:9])[F:1])[CH2:5][CH2:4]3)=[O:7])=[CH:13][CH:14]=2)[CH2:23][CH2:22]1)=[O:25]

Participants

3

Reactant 2

HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 66849536[4-(6-Aminopyridazin-3-yl)piperazin-1-yl](2-trifluoromethylphenyl)methanone

Product 1

HCID 16035981HCID 16035981, compound

Procedure

Following the procedure of Example 2, making variations only as required to use 1-trifluoromethylcyclopropanecarboxylic acid in place of benzyloxyacetic acid to react with [4-(6-aminopyridazin-3-yl)piperazin-1-yl](2-trifluoromethylphenyl)-methanone, the title compound was obtained as a white powder (16% yield). 1H NMR (300 MHz, CDCl3) δ 8.62, 8.18, 7.74, 7.63, 7.56, 7.34, 7.01, 4.03-3.89, 3.71-3.62, 3.60-3.58, 3.34-3.32, 1.54-1.52, 1.39-1.36. MS (ES+) m/z 487.9 (M+1).

Sources & evidence

ORD record
ord-d31a0314035f4dd69cf01a03c869d66d
Source dataset
uspto-grants-2010_07
Patent number
US07754711B2

Reaction notes

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