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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189039Generated: October 29, 2026

HCID 58280086, compound → HCID 86653751, compound

https://huagongshe.com/reaction/2189039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58280086HCID 58280086—
Reactant4-Chloro-5-phenylfuro[2,3-d]pyrimidineHCID 59427833—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86653751HCID 86653751—

Reaction Conditions

Temperature0 °C

Reaction Steps

Dissolve 500 mg (2.17 mmol) of (+/−)-cis-{[3-hydroxycyclohexyl]oxy}acetic acid tert-butyl ester in 2.0 ml of dry THF, cool to 0° C. and add 1.24 ml (approx. 2.5 mmol) of a 2N solution of phosphazene base P2-t-Bu in THF. After removing the cooling, stir the mixture at RT for a further 30 min, before adding 500.7 mg (2.17 mmol) of 4-chloro-5-phenylfuro[2,3-d]pyrimidine at RT. Stir the mixture at RT overnight and then concentrate under reduced pressure. Purify the residue by chromatography on silica gel (eluent: cyclohexane/ethyl acetate 10:1→8:1). The target product is obtained after further purification by means of RP-HPLC (eluent: acetonitrile/water). 380 mg (41.2% of theory) are isolated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324222B2
Source datasetuspto-grants-2012_12
ORD IDord-814171ab3ae8402d8688880dd8ccc2a2
Source noteuspto-grants-2012_12