Tetrahydrofuran → N-[2-(1,3-Thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetic acid

HRID 1851531노트

반응식

HRID 1851531 반응식
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[N:15]([CH2:24][C:25]([O:27]CC)=[O:26])[S:16]([C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)(=[O:18])=[O:17].[OH-].[Na+].O1CCCC1>CO>[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[N:15]([CH2:24][C:25]([OH:27])=[O:26])[S:16]([C:19]1[S:20][CH:21]=[CH:22][CH:23]=1)(=[O:18])=[O:17]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 57901737Ethyl N-[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetate

생성물 1

HCID 57901759N-[2-(1,3-Thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetic acid수율 69.9%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
60 °C

실험 절차

A mixture of ethyl N-[2-(1,3-thiazol-2-yl)-1H-indol-7-yl]-N-(2-thienylsulfonyl)aminoacetate (0.29 g), 1N aqueous sodium hydroxide solution (2.0 mL), tetrahydrofuran (5 mL) and methanol (5 mL) was stirred at 60° C. for 1 hr. The reaction mixture was concentrated, and water was added to the residue. The mixture was acidified with 10% aqueous citric acid solution, and the resulting crystals were filtrated, washed with water and dried. The obtained crystals were dissolved in tetrahydrofuran, treated with activated carbon, and concentrated to give the title compound (0.19 g, yield 69%) as colorless crystals. melting point>218° C. (decomposition).

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additionwater was added to the residue
  3. filtrationthe resulting crystals were filtrated
  4. washwashed with water
  5. customdried
  6. dissolutionThe obtained crystals were dissolved in tetrahydrofuran
  7. additiontreated with activated carbon
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2d1892b4c28e4ee3b6445d0a582bbf10
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957070B2

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