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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715414Generated: October 31, 2026

Triethylamine → HCID 68502068, compound

https://huagongshe.com/reaction/1715414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyclopropylamineHCID 69828—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86622958HCID 86622958—
SolventMethanolHCID 887—
ProductHCID 68502068HCID 6850206850.4%

Reaction Steps

A mixture of [2-(4-chloro-3-formyl-phenyl)-ethyl]-methyl-carbamic acid tert-butyl ester (325 mg, 1.09 mmol), Et3N (0.228 mL, 1.64 mmol) and cyclopropylamine (0.115 mL, 1.64 mmol) in MeOH (3.66 mL) was heated to reflux for 4 h. The mixture was allowed to cool to rt, and NaBH4 (103 mg, 2.73 mmol) was added. The mixture was stirred for 1 h at rt, and aq. sat. NaHCO3 was added. The mixture was extracted with EtOAc several times. The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC yielded the title compound (186 mg, 50%). LC-MS: tR=0.79 min; ES+: 339.39.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799805B2
Source datasetuspto-grants-2010_09
ORD IDord-fd722ea5e14c4ebd9f207f179c16b93e
Source noteuspto-grants-2010_09