2,4-Dichloropyrimidine → 3-(2-Chloro-pyrimidin-4-yl)-benzoic acid ethyl ester

HRID 2386353Notes

Reaction equation

HRID 2386353 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[C:9]([C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1)([O:11][CH2:12][CH3:13])=[O:10]>>[CH2:12]([O:11][C:9](=[O:10])[C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=2)[CH:19]=1)[CH3:13]

Participants

3

Reactant 2

HCID 775312,4-DichloropyrimidineHCID 3249312(3-Ethoxycarbonylphenyl)boronic acid

Product 1

HCID 249019593-(2-Chloro-pyrimidin-4-yl)-benzoic acid ethyl ester

Procedure

2,4 dichloropyrimidine was coupled to 3-carboethoxyphenylboronic acid following procedure A. LC-MS showed the product to be >95% pure and to have the expected M+H+ of 195.

Sources & evidence

ORD record
ord-04eef4a652b84d35bad28f8969fb12f6
Source dataset
uspto-grants-2012_09
Patent number
US08268822B2

Reaction notes

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