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

HRID 1364064노트

반응식

HRID 1364064 반응식
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

참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-de218d13b4e746c09b3d46dedd9e263f
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888349B2

반응 노트

불러오는 중…