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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752424Generated: October 29, 2026

Diisopropylethylamine → HCID 71283777, compound

https://huagongshe.com/reaction/1752424

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantAlanine methyl ester hydrochlorideHCID 2733257—
ReactantHCID 89422485HCID 89422485—
SolventAcetonitrileHCID 6342—
ProductHCID 71283777HCID 7128377756.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of methyl 4-chloro-6-(4-(4-fluorophenoxy)phenyl)pyrimidine-2-carboxylate (0.719 g, 2.00 mmol) in acetonitrile (10 mL) was added (S)-methyl 2-aminopropanoate hydrochloride (0.310 g, 2.22 mmol) and iPr2NEt (0.77 mL, 4.4 mmol). The mixture was heated at 50° C. for 2 h than 80° C. for 6 days. The mixture was evaporated in vacuo and the residue chromatographed over silica gel with 20-60% EtOAc/hexanes. The product fractions were evaporated in vacuo to give (S)-methyl 4-(4-(4-fluorophenoxy)phenyl)-6-((1-methoxy-1-oxopropan-2-yl)amino)pyrimidine-2-carboxylate as a pale tan oil (0.479 g, 1.13 mmol, 56% yield). LC/MS: m/z=426.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163008B2
Source datasetuspto-grants-2015_10
ORD IDord-6fd2f30802cb4acd8a751f30bddf6db6
Source noteuspto-grants-2015_10