Chloroacetyl chloride → HCID 66958446、化合物

HRID 2383221ノート

反応式

HRID 2383221 の反応式
C(N(CC)CC)C.[NH2:8][C:9]1[CH:10]=[N:11][C:12]2[C:17]([C:18]=1[NH:19][CH2:20][CH2:21][NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[CH:16][CH:15]=[C:14]([O:30][CH2:31][C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[CH:13]=2.[Cl:38][CH2:39][C:40](Cl)=O>ClCCl>[CH2:31]([O:30][C:14]1[CH:15]=[CH:16][C:17]2[C:18]3[N:19]([CH2:20][CH2:21][NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[C:40]([CH2:39][Cl:38])=[N:8][C:9]=3[CH:10]=[N:11][C:12]=2[CH:13]=1)[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

参加物

5

反応物 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 66958391Tert-butyl 2-[(3-amino-7-benzyloxyquinolin-4-yl)amino]ethylcarbamate

生成物 1

HCID 66958446HCID 66958446、化合物収率 15.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Triethylamine (24.0 mL, 172.58 mmol) was added to a solution of tert-butyl 2-[(3-amino-7-benzyloxyquinolin-4-yl)amino]ethylcarbamate (35.25 g, 86.29 mmol) in dichloromethane (400 mL) and stirred at ambient temperature. Chloroacetyl chloride (6.87 mL, 86.29 mmol) was quickly added at ambient temperature to avoid splashing and was stirred for 10 minutes. The reaction mixture was concentrated under reduced pressure, dissolved in ethanol (500 mL), and stirred for 2 days at ambient temperature. The mixture was concentrated under reduced pressure and the residue was recrystallized from dichloromethane to afford 6.23 g of tert-butyl 2-(7-benzyloxy-2-chloromethyl-1H-imidazo[4,5-c]quinolin-1-yl)ethylcarbamate.

後処理

  1. stirringwas stirred for 10 minutes
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutiondissolved in ethanol (500 mL)
  4. stirringstirred for 2 days at ambient temperature
  5. concentrationThe mixture was concentrated under reduced pressure
  6. customthe residue was recrystallized from dichloromethane

出典と根拠

ORDレコード
ord-7f53f9875a3147c69c552fd0eaf82b57
出典データセット
uspto-grants-2012_09
特許番号
US08263594B2

反応ノート

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