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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602297Generated: October 30, 2026

Guanidine Hydrochloride → Methyl 2-aminopyrimidine-4-carboxylate

https://huagongshe.com/reaction/602297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuanidine HydrochlorideHCID 5742—
ReactantTriethylamineHCID 8471—
ReactantHCID 72805302HCID 72805302—
SolventPropionitrileHCID 7854—
ProductMethyl 2-aminopyrimidine-4-carboxylateHCID 5797114860%

Reaction Conditions

Temperature100 °C

Reaction Steps

Triethylamine (29 mL, 210 mmol) was added to a suspension of methyl 4-butoxy-2-oxo-3-butenate (37 g, 200 mmol, JP-A-2003-89690) and guanidine hydrochloride (23 g, 240 mmol) in propionitrile (50 mL), and the mixture was stirred for 4 hours at 100° C. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give 18 g as the mixture of the title Reference Compound and the butyl ester form of the title Reference compound as a gray-white solid (Yield: 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906511B2
Source datasetuspto-grants-2011_03
ORD IDord-75d1a1db9a334ec6b2d8775becfed182
Source noteuspto-grants-2011_03