Ethanolamine → HCID 58859151, compound

HRID 1349490Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:30]=[CH:31][CH:32]=1)[CH2:5][NH:6][C:7]([C:9]1O[CH:11]=[C:12]([C:24](=[O:29])[C:25]([CH3:28])([CH3:27])[CH3:26])[C:13](=[O:23])[C:14]=1[O:15][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:8].C(O)C.[NH2:36][CH2:37][CH2:38][OH:39]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:30]=[CH:31][CH:32]=1)[CH2:5][NH:6][C:7]([C:9]1[N:36]([CH2:37][CH2:38][OH:39])[CH:11]=[C:12]([C:24](=[O:29])[C:25]([CH3:27])([CH3:26])[CH3:28])[C:13](=[O:23])[C:14]=1[O:15][CH2:16][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)=[O:8]

Participants

Conditions

Temperature: 60 °C

Procedure

To a solution of 3-benzyloxy-5-(2,2-dimethylpropionyl)-4-oxo-4H-pyran-2-carboxylic acid 3-chlorobenzylamide (113 mg) in tetrahydrofuran (0.7 ml)-ethanol (0.7 ml) was added 2-aminoethanol (0.015 ml) and the mixture was stirred at 60° C. for 11 hr. The solvent was evaporated and the obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:1) to give 3-benzyloxy-5-(2,2-dimethylpropionyl)-1-(2-hydroxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (91 mg).

Workup

customThe solvent was evaporated
customthe obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=3:1)

Sources & evidence

ORD record: ord-924855d5df324e4891ebcd41b9c91726
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07211572B2

Reaction notes

Loading…