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

HRID 1244094노트

반응식

HRID 1244094 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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)−.

후처리

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

출처 및 근거

ORD 기록
ord-a597eb01d90f443eb10e8a12ebdcfaeb
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07119205B2

반응 노트

불러오는 중…