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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942173Generated: November 3, 2026

Sodium Bicarbonate → HCID 178520971, compound

https://huagongshe.com/reaction/1942173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 178501205HCID 178501205—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 178520971HCID 178520971—

Reaction Conditions

Temperature2.5 °C

Reaction Steps

To a suspension of LiAlH4 (17 mg, 0.44 mmol) in 10 ml THF was added at 0-5° C. within 15 min a solution of trans-4-(5-phenylethynyl-pyrimidin-2-ylamino)-cyclohexanecarboxylic acid methyl ester (40 mg, 0.12 mmol) in 5 ml of THF. The reaction mixture was stirred for 30 min at 0-5° C. Saturated NaHCO3 solution and brine were added to the reaction mixture which was extracted three times with dichloromethane. The combined organic phases were washed with brine, dried over Na2SO4 and filtered. The solvent was removed under reduced pressure and the crude product was purified by flash chromatography on silicagel (heptane:ethyl acetate 2:1). The desired compound was obtained as a light yellow solid (29 mg, 81%), MS: m/e=308.5 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389536B2
Source datasetuspto-grants-2013_03
ORD IDord-41e07fc25539402ab7904a78a7b7fd39
Source noteuspto-grants-2013_03