Hydrochloric Acid → 2-Chloro-4-hydroxy-3-(4-bromophenyl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

HRID 1244094ノート

反応式

HRID 1244094 の反応式
[H-].[Na+].C(O[C:6]([C:8]1[C:12]([C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=2)=[C:11]([Cl:20])[S:10][C:9]=1[NH:21][C:22](=[O:26])[CH2:23][C:24]#[N:25])=[O:7])C.Cl>O1CCCC1>[Cl:20][C:11]1[S:10][C:9]2[NH:21][C:22](=[O:26])[C:23]([C:24]#[N:25])=[C:6]([OH:7])[C:8]=2[C:12]=1[C:13]1[CH:14]=[CH:15][C:16]([Br:19])=[CH:17][CH:18]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 24758Sodium hydrideHCID 696073704-(4-Bromophenyl)-5-chloro-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester

生成物 1

HCID 546898652-Chloro-4-hydroxy-3-(4-bromophenyl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of NaH (1.33 g, 33.2 mmol, 60% dispersion in mineral oil) in tetrahydrofuran (60 mL) at room temperature was added a solution of 4-(4-bromophenyl)-5-chloro-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester (5.26 g, 12.3 mmol) in tetrahydrofuran (60 mL) over 15 minutes. The reaction was stirred at room temperature for 12 h, and 1 N HCl was added (15 mL). The reaction was then concentrated under reduced pressure, and the resulting solid was triturated with water (15 mL) and diethyl ether (20 mL) to provide the titled compound. MS (APCI) m/e 381 (M−H)−.

後処理

  1. concentrationThe reaction was then concentrated under reduced pressure
  2. customthe resulting solid was triturated with water (15 mL) and diethyl ether (20 mL)

出典と根拠

ORDレコード
ord-a597eb01d90f443eb10e8a12ebdcfaeb
出典データセット
uspto-grants-2006_10
特許番号
US07119205B2

反応ノート

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