Pyrophosphoric acid → N-(6-acetyl-1,3-benzodioxol-5-yl)-1-benzofuran-3-carboxamide

HRID 38646

反応式

HRID 38646 の反応式
P(OP(O)(O)=O)(O)(O)=O.[CH3:10][C:11]([C:13]1[C:18]([NH2:19])=[CH:17][C:16]2[O:20][CH2:21][O:22][C:15]=2[CH:14]=1)=[O:12].[O:23]1[CH:27]=[C:26]([C:28](Cl)=[O:29])[C:25]2[CH:31]=[CH:32][CH:33]=[CH:34][C:24]1=2>>[C:11]([C:13]1[C:18]([NH:19][C:28]([C:26]2[C:25]3[CH:31]=[CH:32][CH:33]=[CH:34][C:24]=3[O:23][CH:27]=2)=[O:29])=[CH:17][C:16]2[O:20][CH2:21][O:22][C:15]=2[CH:14]=1)(=[O:12])[CH3:10]

参加物

4

実験手順

The synthetic procedure of target compounds 158 is illustrated in Scheme 12. The starting 2-amino-4,5-methylenedioxy acetophenone (148) was first reacted with benzo[b]furan-3-carbonyl chloride (154) to give N-(6-Acetyl-1,3-benzodioxol-5-yl)-1-benzofuran-3-carboxamide (155). Then, the intermediates (155) was subjected to cyclization in dioxane, in the presence of NaOH, to afford 2-(3-Benzo[b]furyl)-6,7-methylenedioxyquinolin-4-one (156). Compound 156 was first reacted with tetrabenzylpyrophosphate in THF, in the presence of NaH, to yield dibenzyl 2-(3-benzo[b]furyl)-6,7-methylenedioxyquinolin-4-yl phosphate (157). Compound 157 was then subjected to catalytic hydrogenation in MeOH to give its diphosphoric acid (158).

出典と根拠

ORDレコード
ord-645cb9a861bb458682b5bfa1ccc163b6
出典データセット
uspto-grants-2013_09
特許番号
US08524740B2

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