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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926871Generated: October 26, 2026

Diisopropylethylamine → Methyl 6-[(6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]hexanoate

https://huagongshe.com/reaction/1926871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 6-aminohexanoate hydrochlorideHCID 11499324—
Reactant4-Chloro-6-phenylfuro[2,3-d]pyrimidineHCID 57946488—
SolventDimethylformamideHCID 6228—
ProductMethyl 6-[(6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]hexanoateHCID 25123737—

Reaction Conditions

Temperature160 °C

Reaction Steps

Heat 2.0 g (8.67 mmol) 4-chloro-6-phenylfuro[2,3-d]pyrimidine and 6.04 ml (34.7 mmol) DIEA in 5 ml DMF to 160° C. Add 3.15 g (17.34 mmol) 6-aminohexanoic acid methyl ester hydrochloride and stir for 4 h at 160° C. After cooling, add the mixture to ice water and extract three times with ethyl acetate. Combine the organic phases and wash with saturated ammonium chloride solution, dry over magnesium sulphate and concentrate under vacuum. Add methanol to the oil residue. Filter off the precipitated solid with suction, wash with methanol again and dry the solid at high vacuum. 1.85 g (57.2% of theor.) of the target compound is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183246B2
Source datasetuspto-grants-2012_05
ORD IDord-5cdc9941b0684131bd89d6c7c9fe9ad1
Source noteuspto-grants-2012_05