Lithium hydroxide, monohydrate → Ammonium 6-oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

HRID 30422

反応式

HRID 30422 の反応式
O.[OH-].[Li+].[C:4]1([NH:10][C:11]2[C:19]3[CH:18]=[CH:17][C:16](=[O:20])[N:15]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:14]=3[S:13][C:12]=2[C:27]([O:29]CC)=[O:28])[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C1COCC1.O>[O:20]=[C:16]1[N:15]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:14]2[S:13][C:12]([C:27]([O-:29])=[O:28])=[C:11]([NH:10][C:4]3[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=3)[C:19]=2[CH:18]=[CH:17]1.[NH4+:10]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 9865198Ethyl 3-(phenylamino)-6-oxo-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

生成物 1

HCID 66971000Ammonium 6-oxo-3-(phenylamino)-7-phenyl-6,7-dihydrothieno[2,3-b]pyridine-2-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
60 °C

実験手順

Lithium hydroxide monohydrate (302 mg, 7.2 mmol) was added to a suspension of the compound of Example 1 (1.49 g, 3.6 mmol) in THF (20 mL) and water (20 mL) and the mixture heated at 60° C. for 18 h. The reaction was cooled to r.t. and bulk of THF removed in vacuo. The remaining concentrate was diluted with saturated ammonium chloride(aq) (50 mL) and the solid precipitate filtered and washed with water (2×20 mL), Et2O (2×20 mL) and dried in vacuo to give the title compound as a white solid in quantitative yield. LCMS (ES+) RT 3.24 minutes, 363 (M+H)+.

後処理

  1. temperatureThe reaction was cooled to r.t.
  2. custombulk of THF removed in vacuo
  3. concentrationThe remaining concentrate
  4. additionwas diluted with saturated ammonium chloride(aq) (50 mL)
  5. filtrationthe solid precipitate filtered
  6. washwashed with water (2×20 mL), Et2O (2×20 mL)
  7. customdried in vacuo

出典と根拠

ORDレコード
ord-96c6c57a62254743ad54133be0bc3e7b
出典データセット
uspto-grants-2008_09
特許番号
US07423047B2

関連ノート

読み込み中…