Water → HCID 58280073, compound

Participants

Reaction Conditions

Reaction Steps

Add 0.86 ml (5 2 mmol) of diisopropylethylamine to a mixture of 560.4 mg of (+/−)-cis/trans-[(3-aminocyclopentyl)oxy]acetic acid tert-butyl ester (crude product, approx. 2.60 mmol) and 964.3 mg (2.86 mmol) of 4-chloro-5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidine in 2.0 ml of DMF. Heat the reaction mixture to 100° C. for 6 h. After cooling, add water and extract with dichloromethane. Wash the organic phase with satd. sodium hydrogencarbonate solution and satd. sodium chloride solution, dry over sodium sulphate and concentrate under reduced pressure. After drying under high vacuum, purify the product mixture by preparative RP-HPLC (eluent: acetonitrile/water gradient) and separate it into the cis/trans isomers.

Provenance & Evidence