Methylamine → 2-(3-amino-oxetan-3-yl)-N-methyl-acetamide

HRID 1480296Notes

Reaction equation

C([O:3][C:4](=O)[CH2:5][C:6]1([NH2:10])[CH2:9][O:8][CH2:7]1)C.[CH3:12][NH2:13]>>[NH2:10][C:6]1([CH2:5][C:4]([NH:13][CH3:12])=[O:3])[CH2:9][O:8][CH2:7]1

Participants

Reactant 2

HCID 6329Methylamine

HCID 55280628Ethyl 2-(3-aminooxetan-3-yl)acetate

Product 1

HCID 841070862-(3-amino-oxetan-3-yl)-N-methyl-acetamideYield 102%

Procedure

A solution of (3-Amino-oxetan-3-yl)-acetic acid ethyl ester (CAN 1207175-54-9, 0.3 g, 1.88 mmol) in methanamine 41% aqueous solution (1.86 g, 2.09 ml, 24.5 mmol) was stirred overnight at 60° C. The reaction was evaporated down to dryness and to yield the title compound (278 mg, 102%) as a crude solid which was used without any purification. MS (ESI, m/z): 145.2 (M+H+).

Workup

customThe reaction was evaporated down to dryness

Sources & evidence

ORD record: ord-59f751e64e0a4ca5992a1ddd7f052190
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09409866B2

Reaction notes

Loading…