Potassium Hydroxide → 6-Oxo-7-phenyl-3-m-tolylamino-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

HRID 1455532ノート

反応式

HRID 1455532 の反応式
[OH-:1].[K+].[O:3]=[C:4]1[N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:8]2[S:16][C:17]([C:27]#[N:28])=[C:18]([NH:19][C:20]3[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=3)[C:7]=2[CH:6]=[CH:5]1>O.CCO>[O:3]=[C:4]1[N:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:8]2[S:16][C:17]([C:27]([NH2:28])=[O:1])=[C:18]([NH:19][C:20]3[CH:21]=[C:22]([CH3:26])[CH:23]=[CH:24][CH:25]=3)[C:7]=2[CH:6]=[CH:5]1

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 116890016-Oxo-7-phenyl-3-m-tolylamino-6,7-dihydrothieno[2,3-b]pyridine-2-carbonitrile

生成物 1

HCID 684564356-Oxo-7-phenyl-3-m-tolylamino-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide収率 141.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

A solution of KOH (12.69 g, 85+%) in water (230 ml) was added to a suspension of Example 23 (114 g) in EtOH (345 ml). The resulting mixture was heated at reflux for 70 minutes, by which time the reaction had gone to completion. It was cooled and water (285 ml) added. The suspension was filtered and washed with water (200 ml). The product was dried under vacuum to give the title compound as a yellow solid (120 g). δH (CDCl3) 8.90 (1H, s), 7.55-7.65 (3H, m), 7.40 (2H, m), 7.20-7.30 (2H, m), 6.90 (3H, m), 6.35 (1H, d, J 9 Hz), 5.40 (2H, br s), 3.70 (2H, q, EtOH), 2.35 (3H, s), 1.25 (3H, t, EtOH). LCMS (ES+) RT 3.1 minutes, 376 (M+H)+.

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux for 70 minutes, by which time the reaction
  3. temperatureIt was cooled
  4. filtrationThe suspension was filtered
  5. washwashed with water (200 ml)
  6. customThe product was dried under vacuum

出典と根拠

ORDレコード
ord-e7a41b4342f046c6af4f4f06ac158f8c
出典データセット
uspto-grants-2009_01
特許番号
US07482452B2

反応ノート

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