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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922716Generated: November 1, 2026

Methanamine, N-methoxy-, hydrochloride (1:1) → HCID 66988034, compound

https://huagongshe.com/reaction/1922716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantDiisopropylethylamineHCID 81531—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Boc-Azetidine-3-carboxylic acidHCID 2755981—
SolventDichloromethaneHCID 6344—
ProductHCID 66988034HCID 6698803482%

Reaction Steps

A mixture of N,O-dimethylhydroxylamine hydrochloride (773 mg, 7.93 mmol) and diisopropylethylamine (1.38 mL, 7.93 mmol) in dichloromethane (5 mL) was added to a mixture of azetidine-1,3-dicarboxylic acid mono-tert-butyl ester (1.0 g, 5.30 mmol) and N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (1.27 g, 6.63 mmol) in dichloromethane (10 mL) The resulting reaction mixture was stirred at RT under nitrogen atmosphere for 16 h. The organic phase was washed with water (1×25 mL), 10% aqueous citric acid solution (2×25 mL), brine (1×30 mL), and dried over sodium sulphate. The solvents were reduced in vacuo to afford the title compound as pale yellow oil (1.06 g, 82%). 1H NMR (400 MHz, CDCl3): δ 4.14 (2H, m), 4.05 (2H, t, J=8.72 Hz), 3.66 (4H, s), 3.20 (3H, s), 1.43 (9H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173650B2
Source datasetuspto-grants-2012_05
ORD IDord-3c4a213c020c45ae8d83585d95af0a0f
Source noteuspto-grants-2012_05