1-(2-Chloro-4-fluorophenyl)cyclohexanecarboxylic acid → HCID 178441258, compound

HRID 76278

Reaction equation

HRID 76278 reaction equation
[C:1]([N:5]1[CH:9]=[C:8]([CH2:10][CH2:11][CH2:12][CH3:13])[C:7](=[NH:14])[S:6]1)([CH3:4])([CH3:3])[CH3:2].[Cl:15][C:16]1[CH:21]=[C:20]([F:22])[CH:19]=[CH:18][C:17]=1[C:23]1([C:29](O)=[O:30])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>>[CH2:10]([C:8]1=[CH:9][N:5]([C:1]([CH3:4])([CH3:3])[CH3:2])[S:6]/[C:7]/1=[N:14]\[C:29]([C:23]1([C:17]2[CH:18]=[CH:19][C:20]([F:22])=[CH:21][C:16]=2[Cl:15])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]1)=[O:30])[CH2:11][CH2:12][CH3:13]

Participants

3

Reactant 2

HCID 12681661-(2-Chloro-4-fluorophenyl)cyclohexanecarboxylic acidHCID 668672282-tert-Butyl-4-butylisothiazol-5(2H)-imine

Product 1

HCID 178441258HCID 178441258, compound

Procedure

The product from Example 92B and (2-chloro-4-fluorophenyl)cyclohexanecarboxylic acid (Acros) were processed using the method described in Example 92C to afford the title compound. 1H NMR (DMSO-d6) δ 0.76 (t, J=7.3 Hz, 3H), 1.06-1.18 (m, 2H), 1.33-1.53 (m, 8H), 1.56 (s, 9H), 1.71-1.81 (m, 2H), 1.92-2.00 (m, 2H), 2.34-2.42 (m, 2H), 7.14-7.22 (m, 2H), 7.57 (dd, J=8.6, 6.3 Hz, 1H), 8.46 (s, 1H). MS (ESI+) m/z 451 (M+H)+. Anal. calcd. for C24H32ClFN2OS: C, 63.91; H, 7.15; N, 6.21. Found: C, 64.04; H, 7.08; N, 6.10.

Sources & evidence

ORD record
ord-ec1b92fe1de44111948c250fd401ea75
Source dataset
uspto-grants-2014_09
Patent number
US08835475B2

Linked notes

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