1H-Pyrazole, 4-chloro- → {8-Chloro-3-[4-(4-chloropyrazol-1-yl)benzyl]-2-difluoromethoxy-4-methylquinolin-5-yloxy}acetic acid tert-butyl ester

HRID 1944361Notes

Reaction equation

[C:1]([O:5][C:6](=[O:41])[CH2:7][O:8][C:9]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]2[C:10]=1[C:11]([CH3:40])=[C:12]([CH2:24][C:25]1[CH:30]=[CH:29][C:28](B3OC(C)(C)C(C)(C)O3)=[CH:27][CH:26]=1)[C:13]([O:20][CH:21]([F:23])[F:22])=[N:14]2)([CH3:4])([CH3:3])[CH3:2].[Cl:42][C:43]1[CH:44]=[N:45][NH:46][CH:47]=1>>[C:1]([O:5][C:6](=[O:41])[CH2:7][O:8][C:9]1[CH:18]=[CH:17][C:16]([Cl:19])=[C:15]2[C:10]=1[C:11]([CH3:40])=[C:12]([CH2:24][C:25]1[CH:26]=[CH:27][C:28]([N:45]3[CH:44]=[C:43]([Cl:42])[CH:47]=[N:46]3)=[CH:29][CH:30]=1)[C:13]([O:20][CH:21]([F:23])[F:22])=[N:14]2)([CH3:2])([CH3:3])[CH3:4]

Participants

Reactant 2

HCID 275241H-Pyrazole, 4-chloro-

HCID 67458465{8-Chloro-2-difluoromethoxy-4-methyl-3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzyl]quinolin-5-yloxy}acetic acid tert-butyl ester

Product 1

HCID 67456421{8-Chloro-3-[4-(4-chloropyrazol-1-yl)benzyl]-2-difluoromethoxy-4-methylquinolin-5-yloxy}acetic acid tert-butyl ester

Procedure

The title compound was prepared by the method of Preparation 18a using {8-chloro-2-difluoromethoxy-4-methyl-3-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)benzyl]quinolin-5-yloxy}acetic acid tert-butyl ester and 4-chloro-1H-pyrazole.

Sources & evidence

ORD record: ord-096771025b954e22913a19cd5b7a4897
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08394830B2

Reaction notes

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