Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766455Generated: November 2, 2026

Water → HCID 21109713, compound

https://huagongshe.com/reaction/1766455

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzylamineHCID 7504—
ReactantPotassium HydroxideHCID 14797—
ReactantMethyl 5-bromo-6-chloronicotinateHCID 2764313—
SolventAcetic AcidHCID 176—
SolventDimethyl SulfoxideHCID 679—
SolventDimethylformamideHCID 6228—
ProductHCID 21109713HCID 2110971350%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 0.3 g (1.27 mmol) 5-bromo-6-chloro-nicotinic acid methylester and 0.34 g (3.17 mmol) benzylamine in 0.4 mL DMSO was heated to 160° C. in the microwave for 4 min. 0.6 mL water and 0.4 mL 5N KOH aq was added and heated to 160° C. in the microwave for 2 min. Acetic acid and DMF was added 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 0.195 g (50%) of the title compound. MS (m/e): 307.1 (M−H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07229999B2
Source datasetuspto-grants-2007_06
ORD IDord-2c87b990f74c485ab5f4ebd9bb9a00e2
Source noteuspto-grants-2007_06