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Sodium Hydroxide → 3-(2-Fluoro-4-methylsulfanyl-phenylamino)-thieno[3,2-c]pyridine-2-carboxylic acid

HRID 1366796
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HRID 1366796 반응식
C([O:3][C:4]([C:6]1[S:14][C:13]2[CH:12]=[CH:11][N:10]=[CH:9][C:8]=2[C:7]=1[NH:15][C:16]1[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][C:17]=1[F:24])=[O:5])C.[OH-].[Na+]>>[F:24][C:17]1[CH:18]=[C:19]([S:22][CH3:23])[CH:20]=[CH:21][C:16]=1[NH:15][C:7]1[C:8]2[CH:9]=[N:10][CH:11]=[CH:12][C:13]=2[S:14][C:6]=1[C:4]([OH:5])=[O:3]
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참가 물질

3

반응물 2

HCID 14798Sodium HydroxideHCID 597038903-(2-Fluoro-4-methylsulfanyl-phenylamino)-thieno[3,2-c]pyridine-2-carboxylic acid ethyl ester

생성물 1

HCID 597039013-(2-Fluoro-4-methylsulfanyl-phenylamino)-thieno[3,2-c]pyridine-2-carboxylic acid수율 61.5%

반응 조건

온도
60 °C

실험 절차

A suspension of 3-(2-fluoro-4-methylsulfanyl-phenylamino)-thieno[3,2-c]pyridine-2-carboxylic acid ethyl ester (0.19 g, 0.52 mmol) in IMS (10 ml) was treated with sodium hydroxide (1M aqueous solution, 0.63 ml) and the reaction mixture heated at 60° C. for 3 hours. The resultant mixture was allowed to cool then concentrated in vacuo. The crude residue was treated with water and the mixture adjusted to pH 5 with acetic acid. The resultant suspension was filtered, the residue collected and dried in vacuo to give the title compound as a green solid (0.107 g, 56%) which was used without purification in the subsequent step.

후처리

  1. temperatureto cool
  2. concentrationthen concentrated in vacuo
  3. additionThe crude residue was treated with water
  4. filtrationThe resultant suspension was filtered
  5. customthe residue collected
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-c2664d17976643b6b3f0f9bfe6d0cd39
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07893085B2

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