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

HRID 1922146Notes

Reaction equation

HRID 1922146 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:47]=[CH:46][NH:45][N:44]=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:30]=[CH:29][C:28]([N:45]3[CH:46]=[CH:47][C:43]([Cl:42])=[N:44]3)=[CH:27][CH:26]=1)[C:13]([O:20][CH:21]([F:22])[F:23])=[N:14]2)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

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 esterHCID 178478253HCID 178478253, compound

Product 1

HCID 67456368{8-Chloro-3-[4-(3-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 3-chloro-1H-pyrazole.

Sources & evidence

ORD record
ord-25b2c3e642614ff2aad6730fb1e15bc9
Source dataset
uspto-grants-2012_05
Patent number
US08173812B2

Reaction notes

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