2-Chloroadenosine → HCID 15690127, 화합물

HRID 1087006

반응식

HRID 1087006 반응식
Cl[C:2]1[N:3]=[C:4]([NH2:20])[C:5]2[N:6]=[CH:7][N:8]([C:18]=2[N:19]=1)[C@@H:9]1[O:17][C@H:14]([CH2:15][OH:16])[C@@H:12]([OH:13])[C@H:10]1[OH:11].[CH2:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]1[NH2:30].C(N(C(C)C)CC)(C)C.C(O)CC(C)C>C(OCC)(=O)C>[CH2:21]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]1[NH:30][C:2]1[N:3]=[C:4]([NH2:20])[C:5]2[N:6]=[CH:7][N:8]([C:18]=2[N:19]=1)[C@@H:9]1[O:17][C@H:14]([CH2:15][OH:16])[C@@H:12]([OH:13])[C@H:10]1[OH:11]

참가 물질

6

반응물 4

HCID 89742-ChloroadenosineHCID 31260Isoamyl AlcoholHCID 763102-AminoindaneHCID 81531Diisopropylethylamine

생성물 1

HCID 15690127HCID 15690127, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 1.0 g of 2-chloroadenosine, 1.2 g of 2-indanylamine, and 1.6 ml of diisopropylethylamine and 1.0 ml of isoamyl alcohol is refluxed for 16 hours. The reaction mixture is diluted with ethyl acetate and washed with saturated sodium bicarbonate solution. After drying over magnesium sulfate the solvent is removed in vacuo and the residue is chromatographed on silica gel with 10:1 methylene chloride/ammonia saturated methanol as the eluent. The resulting product is recrystallized from methanol to afford 2-(2-indanylamino)-adenosine melting at 129°-132°.

후처리

  1. temperatureis refluxed for 16 hours
  2. washwashed with saturated sodium bicarbonate solution
  3. dry with materialAfter drying over magnesium sulfate the solvent
  4. customis removed in vacuo
  5. customthe residue is chromatographed on silica gel with 10:1 methylene chloride/ammonia saturated methanol as the eluent
  6. customThe resulting product is recrystallized from methanol

출처 및 근거

ORD 기록
ord-82de9719748d4c5bb7e8257c39e9438c
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034381

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