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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484916Generated: October 31, 2026

Sodium borohydride → HCID 58169468, compound

https://huagongshe.com/reaction/1484916

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 50943609HCID 50943609—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58169468HCID 5816946887%

Reaction Steps

NaBH4 (220 mg, 5.82 mmol, 5.0 equiv.) was added to a solution of 1-(5-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-fluoropyrimidin-2-yl)thiophen-2-yl)ethanone (Compound 137) (400 mg, 1.17 mmol, 1.0 equiv.) in dry THF (10 mL) and methanol (10 mL) at 0° C. The mixture was stirred for 1 hour, quenched (crashed ice) and concentrated. The residue was recrystallized with methanol and isopropyl ether to give the racemic 1-(5-(4-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-fluoropyrimidin-2-yl)thiophen-2-yl)ethanol (350 mg, 87%). LC-MS (m/z)=346.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-b57c99da3bcf4b808fdfd1ef7a5d0972
Source noteuspto-grants-2016_08