Ethanol → N-(2-(2-amino-3-benzyl-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-2-sulfonamide hydrochloride

HRID 587881ノート

反応式

HRID 587881 の反応式
[CH2:1]([CH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH2:18][CH2:19][NH:20][S:21]([C:24]3[N:25]([CH3:29])[CH:26]=[CH:27][N:28]=3)(=[O:23])=[O:22])[CH:15]=2)[CH2:10][CH:9]1[NH:30]C(=O)OCC)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].C(O)C.[ClH:41].C(OCC)C>[Cl-].[Na+].O>[ClH:41].[NH2:30][CH:9]1[CH:8]([CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:17][CH2:18][CH2:19][NH:20][S:21]([C:24]3[N:25]([CH3:29])[CH:26]=[CH:27][N:28]=3)(=[O:23])=[O:22])[CH:15]=2)[CH2:10]1

参加物

6

反応物 4

HCID 702EthanolHCID 14797Potassium HydroxideHCID 10953452Ether hydrochlorideHCID 66740359ethyl 1-benzyl-6-(2-(1-methyl-1H-imidazole-2-sulfonamido)ethoxy)-2,3-dihydro-1H-inden-2-ylcarbamate

生成物 1

HCID 66741367N-(2-(2-amino-3-benzyl-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-2-sulfonamide hydrochloride

試薬・触媒・溶媒 1

HCID 57417360Sodium chloride; water溶媒

反応条件

温度
90 °C

実験手順

To ethyl 1-benzyl-6-(2-(1-methyl-1H-imidazole-2-sulfonamido)ethoxy)-2,3-dihydro-1H-inden-2-ylcarbamate (26.7 mg, 0.054 mmol; see example 196) was added 2N potassium hydroxide in ethanol (4 mL, 8.00 mmol) and stirred at 90° C. for 1 h. 50% brine was added and extracted twice with dichloromethane. The combined organic layers were washed with brine, dried, filtered and evaporated to obtain a clear oil. Added 2N hydrochloric acid/diethyl ether and stirred at room temperature for 2 h, filtered, washed with diethyl ether and dried to obtain N-(2-(2-amino-3-benzyl-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-2-sulfonamide hydrochloride as a white solid. m=20.2 mg (54%)

後処理

  1. extractionextracted twice with dichloromethane
  2. washThe combined organic layers were washed with brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. customto obtain a clear oil
  7. stirringstirred at room temperature for 2 h
  8. filtrationfiltered
  9. washwashed with diethyl ether
  10. customdried

出典と根拠

ORDレコード
ord-c69be7ac8c39447d93c16fc889f466df
出典データセット
uspto-grants-2016_01
特許番号
US09227930B2

反応ノート

読み込み中…