Hex-4-en-3-one → (+/-)-6-(4,5-Dihydro-3-ethyl-5-methyl-1-pyrazoly)-4-trifluoromethylquinolin-2(1H)-one

HRID 413322

Reaction equation

HRID 413322 reaction equation
CC1CC[N:4]([C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][CH:16]=2)[NH:13][C:12](=[O:17])[CH:11]=[C:10]3[C:18]([F:21])([F:20])[F:19])[N:3]=1.[CH3:22][CH:23]=[CH:24][C:25](=O)[CH2:26][CH3:27]>>[CH2:26]([C:25]1[CH2:24][CH:23]([CH3:22])[N:4]([C:7]2[CH:8]=[C:9]3[C:14](=[CH:15][CH:16]=2)[NH:13][C:12](=[O:17])[CH:11]=[C:10]3[C:18]([F:19])([F:20])[F:21])[N:3]=1)[CH3:27]

Participants

3

Reactant 2

HCID 17244Hex-4-en-3-oneHCID 671563286-(4,5-Dihydro-3-methyl-1-pyrazoly)-4-trifluoromethylquinolin-2(1H)-one

Product 1

HCID 67156931(+/-)-6-(4,5-Dihydro-3-ethyl-5-methyl-1-pyrazoly)-4-trifluoromethylquinolin-2(1H)-one

Procedure

This compound was prepared from the condensation of Compound 793 (Structure 159 of Scheme XXXIII) and 2-hexen-4-one as yellow solid. 1H NMR (500 MHz, DMSO-d6) 12.1 (bs, 1H), 7.41 (dd, J=8.8, 2.4, 1H), 7.34 (d, J=8.8, 1H), 7.21 (bs, 1H), 6.92 (s, 1H), 4.37-4.28 (m, 1H), 3.12 (dd, J=17.1, 10.2, 1H), 2.53 (dd, J=17.1, 4.9, 1H), 2.37 (q, J=7.3, 2H), 1.12 (t, J=7.3, 3H), 1.12 (d, J=5.9, 3H).

Sources & evidence

ORD record
ord-b712bd0d946e4e6aaa35629e52e4d29a
Source dataset
uspto-grants-2003_05
Patent number
US06566372B1

Linked notes

Loading…