Ethyl 2-(3-formylphenoxy)acetate → HCID 86637894、化合物

反応式

Cl.[NH2:2][CH2:3][CH2:4][N:5]1[CH:10]=[C:9]([CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:8]=[CH:7][C:6]1=[O:24].[CH:25]([C:27]1[CH:28]=[C:29]([CH:37]=[CH:38][CH:39]=1)[O:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])=O.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(Cl)Cl>[C:12]1([CH:11]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:9]2[CH:8]=[CH:7][C:6](=[O:24])[N:5]([CH2:4][CH2:3][NH:2][CH2:25][C:27]3[CH:28]=[C:29]([CH:37]=[CH:38][CH:39]=3)[O:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:10]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

実験手順

To a solution of 1-(2-aminoethyl)-5-(diphenylmethyl)pyridin-2(1H)-one hydrochloride (350 mg), ethyl (3-formylphenoxy)acetate (214 mg) and TEA (114 mg) in DCM (10 mL) was added sodium triacetoxyborohydride (326 mg) on ice bath temperature and the resulting mixture was stirred for 4 hours at ambient temperature. And then the reaction mixture was partitioned between DCM and saturated NaHCO3 aqueous solution The organic layer was washed with brine, dried over sodium sulfate and filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (chloroform:MeOH=99:1-90:10) to give ethyl {3-[({2-[5-(diphenylmethyl)-2-oxopyridin-1(2H)-yl]ethyl}amino)methyl]phenoxy}acetate (321 mg).