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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752505Generated: November 2, 2026

Ammonium Chloride → HCID 86689172, compound

https://huagongshe.com/reaction/1752505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 3-amino-5,6-dichloropyrazine-2-carboxylateHCID 73828—
ReactantLithium ChlorideHCID 433294—
ReactantStannane, tributyl(1-ethoxyethenyl)-HCID 619414—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 86689172HCID 8668917264.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 3-amino-5,6-dichloro-pyrazine-2-carboxylic acid methyl ester [1458-18-0] (600 mg, 2.62 mmol), lithium chloride (389 mg, 9.17 mmol), Pd(PPh3)2Cl2 (184 mg, 0.262 mmol) and tributyl-(1-ethoxy-vinyl)-stannane [97674-02-7] (1.6 ml, 4.50 mmol) in DMF (27 ml) under argon was heated at 80° C. bath temperature for 3 h and 50 min. Saturated aq. NH4Cl was added and the mixture was extracted with MTBE (3×). The combined organic layers were 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 7:3) to provide the title compound as yellow solid (433 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163011B2
Source datasetuspto-grants-2015_10
ORD IDord-15a36c48b6a6446cb0b5d09784d395aa
Source noteuspto-grants-2015_10