1,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl ester → HCID 59569886, compound

HRID 2071141Notes

Reaction equation

HRID 2071141 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:12]([O:14]C)=[O:13])[CH:5]=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[NH:16]1[CH:20]=[C:19](B2OC(C)(C)C(C)(C)O2)[CH:18]=[N:17]1>>[NH:16]1[CH:20]=[C:19]([C:2]2[CH:3]=[C:4]([C:12]([OH:14])=[O:13])[CH:5]=[C:6]([CH:11]=2)[C:7]([OH:9])=[O:8])[CH:18]=[N:17]1

Participants

3

Reactant 2

HCID 1039541,3-Benzenedicarboxylic acid, 5-bromo-, 1,3-dimethyl esterHCID 27740104-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Product 1

HCID 59569886HCID 59569886, compound

Procedure

Following standard cross coupling procedure described herein, dimethy 5-bromoisophthalate (623 mg, 2.3 mmol) and 4-pyrazoleboronic acid pinacol ester (443 mg, 2.3 mmol) were reacted. The resulting aqueous layer was acidified to pH 5 and extracted with EtOAc to provide 5-(1H-pyrazol-4-yl)isophthalic acid as a yellow solid.

Workup

  1. extractionextracted with EtOAc

Sources & evidence

ORD record
ord-609343aa751f4ed480dc26ca56b535d6
Source dataset
uspto-grants-2012_10
Patent number
US08299267B2

Reaction notes

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