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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766456Generated: November 2, 2026

Formic Acid → HCID 21109712, compound

https://huagongshe.com/reaction/1766456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantSodium CarbonateHCID 10340—
Reactant4-Chlorophenylboronic acidHCID 74299—
ReactantHCID 21109713HCID 21109713—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 21109712HCID 2110971238.3%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 77 mg (0.25 mmol) 6-benzylamino-5-bromo-nicotinic acid, 58 mg (0.375 mmol) 4-chlorophenyl boronic acid, 9.1 mg 1,1′-bis(diphenylphosphino)ferrocenedichloro palladium (II) dichloromethane complex 1:1 and 0.38 mL 2N Na2CO3 aq. in 0.5 mL water and 2 mL dioxane was heated to 85° C. for 20 h. Formic acid was added, filtered and the mixture was purified by preparative HPLC on reversed phase eluting with a gradient formed from acetonitrile/water/HCOOH. The combined product fractions were evaporated to yield 32.4 mg (38%) of the title compound. MS (m/e): 337.3 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07229999B2
Source datasetuspto-grants-2007_06
ORD IDord-d4642aafde3a4cf5b39c771d78a1f18c
Source noteuspto-grants-2007_06