8-[3'-(3-Aminopropoxy)biphenyl-4-ylmethylamino]-adenosine → HCID 178512989, 화합물

HRID 1713333노트

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HRID 1713333 반응식
[NH2:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][NH:19][C:20]3[N:21]([C:31]4[N:32]=[CH:33][N:34]=[C:35]([NH2:38])[C:36]=4[N:37]=3)[C@@H:22]3[O:30][C@H:27]([CH2:28][OH:29])[C@@H:25]([OH:26])[C@H:23]3[OH:24])=[CH:14][CH:13]=2)[CH:9]=[CH:10][CH:11]=1.C(OC([NH:49][C:50](N1C=CC=N1)=[NH:51])=O)C1C=CC=CC=1>O1CCCC1.[Pd].CO>[NH:1]([CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][NH:19][C:20]3[N:21]([C:31]4[N:32]=[CH:33][N:34]=[C:35]([NH2:38])[C:36]=4[N:37]=3)[C@@H:22]3[O:30][C@H:27]([CH2:28][OH:29])[C@@H:25]([OH:26])[C@H:23]3[OH:24])=[CH:14][CH:13]=2)[CH:9]=[CH:10][CH:11]=1)[C:50]([NH2:51])=[NH:49]

참가 물질

6

반응물 2

HCID 594604738-[3'-(3-Aminopropoxy)biphenyl-4-ylmethylamino]-adenosineHCID 137319688N-(Carbobenzoxy)-1H-pyrazole-1-carboxamidine

생성물 1

HCID 178512989HCID 178512989, 화합물수율 23.1%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

8-[3′-(3-Aminopropoxy)biphenyl-4-ylmethylamino]-adenosine (0.2 g) was suspended in tetrahydrofuran (2 mL), N-benzyloxycarbonyl-1H-pyrazole-1-carboxamidine (0.47 g) was added, and the resulting mixture was stirred at 60° C. for 24 hours. The reaction mixture was concentrated under reduced pressure and the residue obtained was purified by column chromatography on aminopropylated silica gel (eluent: ethyl acetate/methanol=8/1-6/1). A mixture of the compound obtained and 10% palladium on carbon (43.8 wt % H2O, 0.05 g) in methanol (2 mL) was stirred at room temperature for 4 hours under a hydrogen atmosphere. The insoluble material was filtered out and the filtrate was concentrated under reduced pressure to give the title compound (0.05 g).

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue obtained
  3. customwas purified by column chromatography on aminopropylated silica gel (eluent: ethyl acetate/methanol=8/1-6/1)
  4. additionA mixture of the compound
  5. customobtained
  6. filtrationThe insoluble material was filtered out
  7. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-ba7e6f675c2748ae87111646fa9e88b1
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795236B2

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