Potassium Phosphate, Tribasic → 5-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl ester

HRID 1011901Notes

Reaction equation

HRID 1011901 reaction equation
[O-]P([O-])([O-])=O.[K+].[K+].[K+].[CH2:9]([O:11][C:12]([C:14]1[C:18]([CH3:19])=[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[C:22](Br)[CH:21]=2)[N:16]([CH3:27])[N:15]=1)=[O:13])[CH3:10].[O:28]1[C:32](B(O)O)=[CH:31][C:30]2[CH:36]=[CH:37][CH:38]=[CH:39][C:29]1=2>>[CH2:9]([O:11][C:12]([C:14]1[C:18]([CH3:19])=[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:32]2[O:28][C:29]3[CH:39]=[CH:38][CH:37]=[CH:36][C:30]=3[CH:31]=2)[N:16]([CH3:27])[N:15]=1)=[O:13])[CH3:10]

Participants

4

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 2776266Benzo[b]furan-2-boronic acidHCID 673152765-(3-bromo-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl ester

Product 1

HCID 673156985-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl esterYield 73%

Procedure

In analogy to the procedure described in Example 14C] but with 2.8 eq of K3PO4, 5-(3-bromo-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl ester and benzo[b]furan-2-boronic acid gave 5-(3-benzofuran-2-yl-phenyl)-1,4-dimethyl-1H-pyrazole-3-carboxylic acid ethyl ester in 73% yield as light brown foam. MS: 361.4 (MH+).

Sources & evidence

ORD record
ord-1c57d027ff9a432cbbe6b87e87251564
Source dataset
uspto-grants-2011_07
Patent number
US07977358B2

Reaction notes

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