Triethylamine → N6-[(1,2-Dihydro-1-acenaphthylenyl)methyl]adenosine

HRID 65444

반응식

HRID 65444 반응식
[CH:1]1[N:6]=[C:5](Cl)[C:4]2[N:8]=[CH:9][N:10]([C@@H:11]3[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]3[OH:19])[C:3]=2[N:2]=1.C(N(CC)CC)C.[CH:27]1([CH2:39][NH2:40])[C:37]2=[C:38]3[C:33](=[CH:34][CH:35]=[CH:36]2)[CH:32]=[CH:31][CH:30]=[C:29]3[CH2:28]1>C(O)C>[CH:27]1([CH2:39][NH:40][C:5]2[C:4]3[N:8]=[CH:9][N:10]([C:3]=3[N:2]=[CH:1][N:6]=2)[C@@H:11]2[O:15][C@H:14]([CH2:16][OH:17])[C@@H:13]([OH:18])[C@H:12]2[OH:19])[C:37]2=[C:38]3[C:33](=[CH:34][CH:35]=[CH:36]2)[CH:32]=[CH:31][CH:30]=[C:29]3[CH2:28]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 930036-Chloropurine ribosideHCID 105593731,2-Dihydro-1-acenaphthylenylmethylamine

생성물 1

HCID 68114916N6-[(1,2-Dihydro-1-acenaphthylenyl)methyl]adenosine수율 85%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Six chloropurine riboside (1.7 g, 6 mmol), triethyl amine (1.5 g, 15 mmol) and the N-[(1,2-dihydro-1-acenaphthylenyl)methyl]amine, B, as prepared in the following Example B (1.4 g, 6.4 mmol) were stirred at reflux in ethanol (100 ml) overnight. The solution was cooled to room temperature and filtered free of solid. The solution was washed with ethanol (50 ml) and dried at 65° C. in vacuo for four hours, to give 2.2 g (85%) of a white solid, mp 173°-175° C. Anal. (C23H23N5O4); calc: C=63.73, H=5.35, N=16.16; found: C=63.55, H=5.49, N=16.00.

후처리

  1. filtrationfiltered free of solid
  2. washThe solution was washed with ethanol (50 ml)
  3. customdried at 65° C. in vacuo for four hours

출처 및 근거

ORD 기록
ord-322d46cc4d104fd9b4911580e2e43df7
출처 데이터셋
uspto-grants-1986_09
특허 번호
US04614732

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