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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Boc-Azetidine-3-carboxylic acid | HCID 2755981 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66988034 | HCID 66988034 | 82% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173650B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-3c4a213c020c45ae8d83585d95af0a0f |
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| Source note | uspto-grants-2012_05 |
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