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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507287Generated: October 25, 2026

Acetone → 4-(4-Phenyl-1,3-thiazol-2-yl)-1-(propan-2-yl)piperidine

https://huagongshe.com/reaction/507287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantWaterHCID 962—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-(4-Phenyl-thiazol-2-yl)-piperidine hydrobromideHCID 68462453—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
Product4-(4-Phenyl-1,3-thiazol-2-yl)-1-(propan-2-yl)piperidineHCID 16061852—

Reaction Steps

A mixture of 24.5 mg (0.1 mmol) 4-(4-phenyl-thiazol-2-yl)-piperidine hydrobromide, excess acetone and excess sodium triacetoxyborohydride in 1 ml THF and 20 μl acetic acid was stirred at room temperature for 16 h. After addition of 0.2 ml water, 0.2 ml methanol and 0.15 ml NEt3 the mixture was purified by preparative HPLC on reversed phase eluting with a gradient of acetonitrile/water (0.1% NEt3) to yield after evaporation of the product fractions 12.8 mg (45 %) of the title compound. (m/e): 287.3 (MH+; 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07786143B2
Source datasetuspto-grants-2010_08
ORD IDord-32ad9ade040f44338dde7f120d64dc4b
Source noteuspto-grants-2010_08