Imidazole → HCID 70226972、化合物

HRID 1531572ノート

反応式

HRID 1531572 の反応式
[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]

参加物

5

反応物 4

HCID 795Imidazole2 回HCID 11776Triphenylphosphine2 回HCID 220568ethyl N-ethoxycarbonyliminocarbamate2 回HCID 70223405HCID 70223405、化合物

生成物 1

HCID 70226972HCID 70226972、化合物

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-a0a7efa81f3e43dabea047fc6bc3c694
出典データセット
uspto-grants-2001_03
特許番号
US06197975B1

反応ノート

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