Methanol → 8-(3-Acetyl-5-propoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)-2-methyl-4H-chromen-4-one

HRID 1951406노트

반응식

HRID 1951406 반응식
[C:1]([C:4]1[CH:13]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[O:22][C:21]([CH3:24])=[CH:20][C:19]3=[O:25])[C:12]2[C:11](=[O:26])[NH:10][CH:9]=[CH:8][C:7]=2[NH:6][C:5]=1[CH3:27])(=[O:3])[CH3:2].S(OCCC)(O[CH2:32][CH2:33][CH3:34])(=O)=O.CO>C1COCC1>[C:1]([C:4]1[CH:13]([C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[O:22][C:21]([CH3:24])=[CH:20][C:19]3=[O:25])[C:12]2[C:7](=[CH:8][CH:9]=[N:10][C:11]=2[O:26][CH2:32][CH2:33][CH3:34])[NH:6][C:5]=1[CH3:27])(=[O:3])[CH3:2]

참가 물질

5

반응물 3

HCID 887MethanolHCID 69015Sulfuric acid, dipropyl esterHCID 596030093-Acetyl-2-methyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-4,6-dihydro-1,6-naphthyridin-5(1H)-one

생성물 1

HCID 247983328-(3-Acetyl-5-propoxy-2-methyl-1,4-dihydro-1,6-naphthyridin-4-yl)-2-methyl-4H-chromen-4-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

130 mg (0.35 mmol) of 3-acetyl-2-methyl-4-(2-methyl-4-oxo-4H-chromen-8-yl)-4,6-dihydro-1,6-naphthyridin-5(1H)-one are suspended in THF (8 ml), and 0.39 ml (0.39 mmol) of N′″-(tert-butyl)-N,N′,N″-tris[tris(dimethylamino)phosphoranylidene]phosphorimide triamide (phosphazene base P4-t-Bu; 1 M in hexane) is added. Then 68 μl (0.41 mmol) of di-n-propyl sulfate are added to the dark red solution. The decolorized solution is stirred for 10 min, then mixed with methanol and concentrated. The residue is purified by preparative HPLC to result in 63 mg (43% of theory) of the title compound as a white solid.

후처리

  1. concentrationconcentrated
  2. customThe residue is purified by preparative HPLC

출처 및 근거

ORD 기록
ord-aa8890923e23484a9d1c2752399d4066
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08404709B2

반응 노트

불러오는 중…