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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715429Generated: November 1, 2026

Triethylamine → HCID 67148644, compound

https://huagongshe.com/reaction/1715429

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantCyclopropylamineHCID 69828—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86622962HCID 86622962—
SolventMethanolHCID 887—
ProductHCID 67148644HCID 6714864459.1%

Reaction Steps

A mixture of N-[2-(4-chloro-3-formyl-phenyl)-ethyl]-acetamide (50.1 mg, 0.222 mmol), Et3N (0.046 mL, 0.332 mmol) and cyclopropylamine (0.023 mL, 0.332 mmol) in MeOH (0.50 mL) was heated to reflux for 4 h. The mixture was allowed to cool to rt, and NaBH4 (21.0 mg, 0.554 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 (35 mg, 59%). LC-MS: tR=0.59 min; ES+: 267.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799805B2
Source datasetuspto-grants-2010_09
ORD IDord-ad8b7ad6b45d4ff59bc6fde345642b80
Source noteuspto-grants-2010_09