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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1498868Generated: November 4, 2026

Lithium borohydride → Tert-butyl 4-(5-(2-(4-fluorophenyl)-1,3-dihydroxypropan-2-yl)pyrimidin-2-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1498868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
Reactant4-(5-(2-(4-Fluorophenyl)-3-hydroxy-1-methoxy-1-oxopropan-2-yl)pyrimidin-2-yl)piperazine-1-carboxylateHCID 131734231—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 4-(5-(2-(4-fluorophenyl)-1,3-dihydroxypropan-2-yl)pyrimidin-2-yl)piperazine-1-carboxylateHCID 11802337892.5%

Reaction Steps

A solution of 4-(5-(2-(4-fluorophenyl)-3-hydroxy-1-methoxy-1-oxopropan-2-yl)pyrimidin-2-yl)piperazine-1-carboxylate (700 mg, 1.5 mmol) in 20 mL of THF was cooled to −10° C., followed by the addition of LiBH4 (180 mg, 7.5 mmol) slowly. This mixture was allowed to warm to RT and stirred overnight. The reaction was quenched by MeOH (3 mL) and then concentrated in vacuo. The residue was purified by silica gel column (DCM:MeOH, 10:1) to obtain the desired product (300 mg, yield 47%) as a yellow foam. MS (ES+) C22H29FN4O4 requires: 432. found 433 [M+H]+; purity: 67% (UV254).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200002B2
Source datasetuspto-grants-2015_12
ORD IDord-6c52516ec68441a594c8e485c993410e
Source noteuspto-grants-2015_12