Diisopropylethylamine → 2,5-Dichloro-N-[4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-nicotinamide

HRID 1029144

反応式

HRID 1029144 の反応式
[NH2:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[CH:16]=[CH:15][N:14]=[C:13]3[C:8]=2[C:9]2[CH:21]=[CH:20][CH:19]=[CH:18][C:10]=2[C:11](=[O:17])[NH:12]3)=[CH:4][CH:3]=1.[Cl:24][C:25]1[N:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:26]=1[C:27](Cl)=[O:28].CCN(C(C)C)C(C)C>O1CCOCC1.CCOC(C)=O.O>[Cl:24][C:25]1[N:33]=[CH:32][C:31]([Cl:34])=[CH:30][C:26]=1[C:27]([NH:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][C:7]2[CH:16]=[CH:15][N:14]=[C:13]3[C:8]=2[C:9]2[CH:21]=[CH:20][CH:19]=[CH:18][C:10]=2[C:11](=[O:17])[NH:12]3)=[CH:4][CH:3]=1)=[O:28]

参加物

6

反応物 3

HCID 81531DiisopropylethylamineHCID 27999962,5-Dichloro-nicotinoyl chlorideHCID 581683671-(4-Amino-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-one

生成物 1

HCID 581683272,5-Dichloro-N-[4-(6-oxo-5,6-dihydro-benzo[c][1,8]naphthyridin-1-yloxy)-phenyl]-nicotinamide収率 64.5%

試薬・触媒・溶媒 2

HCID 312751,4-Dioxane溶媒HCID 22728543Water ethylacetate溶媒

実験手順

Compound 137 (40 mg, 0.13 mmol), 2,5-dichloro-nicotinoyl chloride (28 mg, 0.13 mmol), and DIEA (0.02 mL, 0.13 mmol) were suspended in dioxane (2 mL), and stirred overnight at room temperature. The reaction mixture was diluted with EtOAc/H2O. The resulting precipitate was filtered, washed with EtOAc/H2O, and dried under vacuum to provide 180 (40 mg, 64% yield) as a white solid. LC-MS (M+H=478, obsd.=478).

後処理

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with EtOAc/H2O
  3. customdried under vacuum

出典と根拠

ORDレコード
ord-6086b94094634432a2e6dc0c1eea5f42
出典データセット
uspto-grants-2014_05
特許番号
US08735584B2

関連ノート

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