Imidazole → HCID 70226972, 화합물

HRID 1531572노트

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HRID 1531572 반응식
[C:1]([O:5][C:6](=[O:50])[N:7]([CH2:27][CH2:28][C:29]1[C:37]2[C:32](=[CH:33][CH:34]=C(NC(=O)C)C=2)[NH:31][C:30]=1[C:42]1[CH:47]=[C:46]([CH3:48])[CH:45]=[C:44]([CH3:49])[CH:43]=1)[CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([S:19]([CH3:22])(=[O:21])=[O:20])[C:13]=1[S:23]([CH3:26])(=[O:25])=[O:24])([CH3:4])([CH3:3])[CH3:2].[C:51]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[NH:70]1[CH:74]=[CH:73][N:72]=[CH:71]1.[N:75](C(OCC)=O)=[N:76]C(OCC)=O>>[C:1]([O:5][C:6](=[O:50])[N:7]([CH2:27][CH2:28][C:29]1[C:37]2[C:32](=[CH:33][CH:34]=[C:74]([N:70]3[C:71]([CH3:51])=[N:72][N:76]=[N:75]3)[CH:73]=2)[NH:31][C:30]=1[C:42]1[CH:47]=[C:46]([CH3:48])[CH:45]=[C:44]([CH3:49])[CH:43]=1)[CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([S:19]([CH3:22])(=[O:21])=[O:20])[C:13]=1[S:23]([CH3:26])(=[O:25])=[O:24])([CH3:4])([CH3:3])[CH3:2]

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5

반응물 4

HCID 795Imidazole2회HCID 11776Triphenylphosphine2회HCID 220568ethyl N-ethoxycarbonyliminocarbamate2회HCID 70223405HCID 70223405, 화합물

생성물 1

HCID 70226972HCID 70226972, 화합물

실험 절차

To a solution of {2-[5-acetylamino-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-amino(dimethanesulfonyl)phenyl)butyl] carbamic acid tert-butyl ester (30 mg in 1.5 mL dry methylene chloride) was added in order 22.8 mg triphenylphosphine, 6.3 mg imidazole, 20.7 mg zinc azide(pyridine complex) and 0.014 mL diethyl azodicarboxylate and the mixture stirred at room temperature. After 4 hours additional portions of triphenylphosphine (11.3 mg), imidazole (3.5 mg), zinc azide•2 pyridine (11 mg) and diethyl azodicarboxylate (0.007 mL) were added and the mixture heated to reflux on an oil bath. After an additional 3 hours reaction time, the pot was cooled to room temperature and the reaction mixture applied directly to a silica gel column for purification by flash chromatography (hexane:ethyl acetate, 2:3) to give the title compound (26 mg).

후처리

  1. temperaturethe mixture heated
  2. temperatureto reflux on an oil bath
  3. customAfter an additional 3 hours reaction time
  4. temperaturethe pot was cooled to room temperature
  5. customthe reaction mixture applied directly to a silica gel column for purification by flash chromatography (hexane:ethyl acetate, 2:3)

출처 및 근거

ORD 기록
ord-a0a7efa81f3e43dabea047fc6bc3c694
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06197975B1

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