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 1851554ノート

反応式

HRID 1851554 の反応式
[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]

参加物

5

反応物 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

生成物 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-sulfonamide収率 65.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b1ddb83b45fa4b16b00d9ab47d8f1d6c
出典データセット
uspto-grants-2015_02
特許番号
US08957070B2

反応ノート

読み込み中…