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Diisopropylethylamine → Ethyl 1-[6chloro-2-(1H-imidazol-5-ylcarbonyl)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl]cyclobutanecarboxylate Hydrochloride

HRID 1700370
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HRID 1700370 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH:10]([C:16]3([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:19][CH2:18][CH2:17]3)[NH:9][CH2:8][CH2:7][C:6]2=1.C([N:44]1[CH:48]=[C:47]([C:49](O)=[O:50])[N:46]=[CH:45]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(N(C(C)C)CC)(C)C.F[B-](F)(F)F.N1(OC(N(C)C)=[N+](C)C)C2C=CC=CC=2N=N1>>[ClH:2].[Cl:2][C:3]1[CH:4]=[C:5]2[C:13](=[CH:14][CH:15]=1)[NH:12][C:11]1[CH:10]([C:16]3([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:17][CH2:18][CH2:19]3)[N:9]([C:49]([C:47]3[NH:46][CH:45]=[N:44][CH:48]=3)=[O:50])[CH2:8][CH2:7][C:6]2=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 105701171-Trityl-1H-imidazole-4-carboxylic acidHCID 18317933Ethyl 1-(6-chloro-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl)cyclobutanecarboxylate Hydrochloride

생성물 1

HCID 18317902
Ethyl 1-[6chloro-2-(1H-imidazol-5-ylcarbonyl)-2,3,4,9-tetrahydro-1H-beta-carbolin-1-yl]cyclobutanecarboxylate Hydrochloride

실험 절차

1.84 g of the compound of Example 1, 1.8 g of N-tritylimidazole-4-carboxylic acid, 1.92 ml of diisopropylethylamine and 1.76 g of O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate are stirred at ambient temperature for 24 hours. After dilution with 500 ml of water, filtration, and extraction with dichloromethane, the organic phases are dried and filtered and then concentrated under reduced pressure. Crystallisation of the residue in an ethanol-diethyl ether-hydrogen chloride mixture enables the expected compound to be isolated.

후처리

  1. filtrationAfter dilution with 500 ml of water, filtration, and extraction with dichloromethane
  2. customthe organic phases are dried
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customCrystallisation of the residue in an ethanol-diethyl ether-hydrogen chloride mixture
  6. customto be isolated

출처 및 근거

ORD 기록
ord-62aca8613faf4ffb8e9f3309ef302de2
출처 데이터셋
uspto-grants-2002_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06350757B1

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