Trifluoroacetic acid → 3-Benzyloxy-8,9,10,11-tetrahydropyrazino[1',2':1,2]imidazo[4,5-c]quinolin-6-amine

HRID 1364064ノート

反応式

HRID 1364064 の反応式
FC(F)(F)C(O)=O.[NH2:8][C:9]1[C:18]2[N:19]=[C:20]3[CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22][N:21]3[C:17]=2[C:16]2[C:11](=[CH:12][C:13]([O:33][CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[CH:14][CH:15]=2)[N:10]=1>ClCCl>[CH2:34]([O:33][C:13]1[CH:12]=[C:11]2[C:16]([C:17]3[N:21]4[CH2:22][CH2:23][NH:24][CH2:25][C:20]4=[N:19][C:18]=3[C:9]([NH2:8])=[N:10]2)=[CH:15][CH:14]=1)[C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 66958130tert-butyl 6-amino-3-benzyloxy-10,11-dihydropyrazino[1',2':1,2]imidazo[4,5-c]quinoline-9(8H)-carboxylate

生成物 1

HCID 669581223-Benzyloxy-8,9,10,11-tetrahydropyrazino[1',2':1,2]imidazo[4,5-c]quinolin-6-amine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Trifluoroacetic acid (10 mL of a 10% solution in dichloromethane) was added to tert-butyl 6-amino-3-benzyloxy-10,11-dihydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinoline-9(8H)-carboxylate (0.550 g, 1.23 mmol), and the reaction was stirred at ambient temperature overnight. The solvent was removed under reduced pressure, and the residue was treated with hydrogen chloride (4 N in 1,4-dioxane). The solvent was removed under reduced pressure, and the residue was dissolved in methanol. Ammonia gas was bubbled through the resulting solution for 15 minutes, and then the solvent was removed under reduced pressure. The residue was dried overnight under vacuum to provide 3-benzyloxy-8,9,10,11-tetrahydropyrazino[1′,2′:1,2]imidazo[4,5-c]quinolin-6-amine in a crude mixture, which was used in the next step without purification.

後処理

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was treated with hydrogen chloride (4 N in 1,4-dioxane)
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe residue was dissolved in methanol
  5. customAmmonia gas was bubbled through the resulting solution for 15 minutes
  6. customthe solvent was removed under reduced pressure
  7. customThe residue was dried overnight under vacuum

出典と根拠

ORDレコード
ord-de218d13b4e746c09b3d46dedd9e263f
出典データセット
uspto-grants-2011_02
特許番号
US07888349B2

反応ノート

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