Dimethylacetamide → N-Methyl-N-(2-{5-[2-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)ethyl]-1,3-thiazol-2-yl}-1H-indol-7-yl)thiophene-2-sulfonamide

HRID 1851554노트

반응식

HRID 1851554 반응식
[NH:1]([C:3](=[O:30])[CH2:4][CH2:5][C:6]1[S:10][C:9]([C:11]2[NH:12][C:13]3[C:18]([CH:19]=2)=[CH:17][CH:16]=[CH:15][C:14]=3[N:20]([CH3:29])[S:21]([C:24]2[S:25][CH:26]=[CH:27][CH:28]=2)(=[O:23])=[O:22])=[N:8][CH:7]=1)[NH2:2].[C:31](N1C=CN=C1)(N1C=CN=C1)=[O:32].CN(C)C(=O)C>O>[CH3:29][N:20]([C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:13]=1[NH:12][C:11]([C:9]1[S:10][C:6]([CH2:5][CH2:4][C:3]3[O:30][C:31](=[O:32])[NH:2][N:1]=3)=[CH:7][N:8]=1)=[CH:19]2)[S:21]([C:24]1[S:25][CH:26]=[CH:27][CH:28]=1)(=[O:23])=[O:22]

참가 물질

5

반응물 3

HCID 31374DimethylacetamideHCID 682631,1'-CarbonyldiimidazoleHCID 57901791N-{2-[5-(3-hydrazino-3-oxopropyl)-1,3-thiazol-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamide

생성물 1

HCID 57901682N-Methyl-N-(2-{5-[2-(5-oxo-4,5-dihydro-1,3,4-oxadiazol-2-yl)ethyl]-1,3-thiazol-2-yl}-1H-indol-7-yl)thiophene-2-sulfonamide수율 65.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of N-{2-[5-(3-hydrazino-3-oxopropyl)-1,3-thiazol-2-yl]-1H-indol-7-yl}-N-methylthiophene-2-sulfonamide (0.29 g), 1,1′-carbonylbis-1H-imidazole (0.22 g) and N,N-dimethylacetamide (15 mL) was stirred at room temperature for 2 hr. Water was added to the reaction mixture and the resulting crystals were collected by filtration, washed with water and dried. The obtained crystals were subjected to silica gel column chromatography and the title compound (0.20 g, yield 65%) was obtained as yellow crystals from a fraction eluted with tetrahydrofuran-hexane (2:1, volume ratio). The crystals were recrystallized from ethyl acetate. melting point 255-256° C.

후처리

  1. filtrationthe resulting crystals were collected by filtration
  2. washwashed with water
  3. customdried

출처 및 근거

ORD 기록
ord-b1ddb83b45fa4b16b00d9ab47d8f1d6c
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957070B2

반응 노트

불러오는 중…