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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752500Generated: October 28, 2026

Ammonium Chloride → HCID 71271064, compound

https://huagongshe.com/reaction/1752500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium ChlorideHCID 433294—
Reactantcis-1-Ethoxy-2-(tri-n-butylstannyl)ethyleneHCID 5706773—
ReactantMethyl 3-amino-5-chloropyrazine-2-carboxylateHCID 53417426—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 71271064HCID 7127106482.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester [28643-16-5] (2 g, 10.66 mmol), lithium chloride (1.582 g, 37.3 mmol), Pd(PPh3)2Cl2 (0.748 g, 1.066 mmol) and tributyl-((Z)-2-ethoxy-vinyl)-stannane (6.42 ml, 19.19 mmol) in DMF (104 ml) under argon was heated at 80° C. bath temperature for 1.5 h. A saturated. aq. NH4Cl was added and the mixture was extracted with MTBE, then once with EtOAc/THF 3/1. The combined organic layer was washed with brine, dried with Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1:9) to provide the title compound as yellow oil (1.96 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163011B2
Source datasetuspto-grants-2015_10
ORD IDord-819a9b1a547d4468bb9fe818fd8351be
Source noteuspto-grants-2015_10