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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076817Generated: October 25, 2026

4-Amino-5-pyrimidinecarboxamide → HCID 135923522, compound

https://huagongshe.com/reaction/2076817

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-5-pyrimidinecarboxamideHCID 818212—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant[2-(3-Fluoro-phenyl)-ethoxy]-acetic acid methyl esterHCID 67099252—
SolventTetrahydrofuranHCID 8028—
ProductHCID 135923522HCID 1359235221%

Reaction Steps

A suspension of the commercially available 4-amino-5-pyrimidinecarboxamide [4786-51-0] (150 mg, 1.09 mmol) and of [2-(3-fluoro-phenyl)-ethoxy]-acetic acid methyl ester (254 mg, 1.19 mmol) in THF (7 ml) was treated with LiHMDS (1M solution in THF, 2.17 ml) and stirred overnight at ambient temperature. The resulting yellow suspension was filtered and the filtrate was evaporated to dryness and triturated with EtOAc/MeOH 9:1. The yellow solid was filtered off, the mother-liquid was evaporated and the remaining residue was purified by column chromatography (silica gel, EtOAc/MeOH, 9:1) to give the title compound as a white solid (3 mg, 1%), MS: m/e=301.1 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928106B2
Source datasetuspto-grants-2011_04
ORD IDord-774e415be8b145c5b0dc18578322c24b
Source noteuspto-grants-2011_04