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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715406Generated: November 2, 2026

Triethylamine → HCID 68504060, compound

https://huagongshe.com/reaction/1715406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyclopropylamineHCID 69828—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86622956HCID 86622956—
SolventMethanolHCID 887—
ProductHCID 68504060HCID 6850406048%

Reaction Steps

A mixture of (4-chloro-3-formyl-benzyl)-cyclopropylmethyl-carbamic acid tert-butyl ester (1.00 g, 3.09 mmol), Et3N (0.646 mL, 4.64 mmol) and cyclopropylamine (0.325 mL, 4.64 mmol) in MeOH (10.5 mL) was heated to reflux for 4 h. The mixture was allowed to cool to rt, and NaBH4 (292 mg, 7.71 mmol) was added. The mixture was stirred for 1 h, and aq. sat. NaHCO3 was added. The mixture was extracted with EtOAc (2×). The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC (MeOH/CH2Cl2 1:49) yielded the title compound (535 mg, 48%). LC-MS: tR=0.81 min; ES+: 406.20.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799805B2
Source datasetuspto-grants-2010_09
ORD IDord-ada5ea9a80084da8ba4192c01ee5c690
Source noteuspto-grants-2010_09