3-Chloro-4-(methoxycarbonyl)benzeneboronic acid → HCID 72310556, compound

HRID 1096035Notes

Reaction equation

HRID 1096035 reaction equation
[Cl:1][C:2]1[C:3](=[O:25])[N:4]([CH3:24])[CH:5]=[C:6]([C:8]([OH:23])([C:19]([F:22])([F:21])[F:20])[CH:9]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][C:12]=2[Cl:18])[CH3:10])[CH:7]=1.[Cl:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[CH:31][C:32]=1[C:33]([O:35][CH3:36])=[O:34]>C([O-])(=O)C.[Cu+2].C([O-])(=O)C.N1C=CC=CC=1>[CH3:36][O:35][C:33](=[O:34])[C:32]1[CH:31]=[CH:30][C:29]([O:17][C:14]2[CH:15]=[CH:16][C:11]([CH:9]([CH3:10])[C:8]([C:6]3[CH:7]=[C:2]([Cl:1])[C:3](=[O:25])[N:4]([CH3:24])[CH:5]=3)([OH:23])[C:19]([F:21])([F:22])[F:20])=[C:12]([Cl:18])[CH:13]=2)=[CH:28][C:27]=1[Cl:26]

Participants

5

Reactant 2

HCID 230053353-Chloro-4-(methoxycarbonyl)benzeneboronic acidHCID 66699206HCID 66699206, compound

Product 1

HCID 72310556HCID 72310556, compound

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 1049PyridineSolvent

Procedure

In analogy to Example 151, step 8, 3-chloro-5-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1-methyl-1H-pyridin-2-one was reacted with 3-chloro-4-methoxycarbonylphenylboronic acid, copper-(II)-acetate and pyridine to give the title compound as a colorless foam. MS (m/e)=564.1 [M+H+].

Sources & evidence

ORD record
ord-4399936674634eb99d18fc5d9b4e1c78
Source dataset
uspto-grants-2012_03
Patent number
US08138189B2

Reaction notes

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