Piperazin-2-one → 4-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one

HRID 1465750Notes

Reaction equation

[CH3:1][C:2]1[C:10]2[CH2:9][O:8][C:7](=[O:11])[C:6]=2[CH:5]=[CH:4][C:3]=1[C@@H:12]1[CH2:14][O:13]1.[NH:15]1[CH2:20][CH2:19][NH:18][CH2:17][C:16]1=[O:21]>C(Cl)Cl>[OH:13][C@H:12]([C:3]1[CH:4]=[CH:5][C:6]2[C:7](=[O:11])[O:8][CH2:9][C:10]=2[C:2]=1[CH3:1])[CH2:14][N:18]1[CH2:19][CH2:20][NH:15][C:16](=[O:21])[CH2:17]1

Participants

Conditions

Temperature: 145 °C

Procedure

A mixture of 4-Methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1(3H)-one (0.46 g, 2.4 mmol) and piperazin-2-one (0.20 g, 2.0 mmol) was heated to 145° C. in a microwave tube for 1 hour. The crude reaction was diluted with DCM, adsorbed onto silica gel, and purified by silica gel chromatography to provide the title product. LC-MS (IE, m/z): 291 (M+1)+.

Workup

customThe crude reaction
custompurified by silica gel chromatography

Sources & evidence

ORD record: ord-b805e175417143a290d697285374bb88
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08999991B2

Reaction notes

Loading…