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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715425Generated: October 30, 2026

Triethylamine → HCID 68508212, compound

https://huagongshe.com/reaction/1715425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyclopropylamineHCID 69828—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86622961HCID 86622961—
SolventMethanolHCID 887—
ProductHCID 68508212HCID 6850821244.1%

Reaction Steps

A mixture of [2-(4-chloro-3-formyl-phenyl)-ethyl]-ethyl-carbamic acid tert-butyl ester (80.1 mg, 0.257 mmol), Et3N (0.054 mL, 0.386 mmol) and cyclopropylamine (0.027 mL, 0.386 mmol) in MeOH (0.86 mL) was heated to reflux for 4 h. The mixture was allowed to cool to rt, and NaBH4 (24.2 mg, 0.642 mmol) was added in portions. The mixture was stirred for 1 h, and aq. sat. NaHCO3 was added. The mixture was extracted with EtOAc several times, and the combined org. extracts were washed with brine. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (CH2Cl2/MeOH 95:5) yielded the title compound (40 mg, 44%). LC-MS: tR=0.81 min; ES+: 353.22.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799805B2
Source datasetuspto-grants-2010_09
ORD IDord-617e27462b134b47bf687333d20ce9f5
Source noteuspto-grants-2010_09