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

HRID 1951406ノート

反応式

HRID 1951406 の反応式
[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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-aa8890923e23484a9d1c2752399d4066
出典データセット
uspto-grants-2013_03
特許番号
US08404709B2

反応ノート

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