Water → (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)carbazole-9-carboxamide

HRID 992321노트

반응식

HRID 992321 반응식
[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[CH2:3]1.C(N(CC)CC)C.[CH:23]1[C:35]2[N:34]([C:36](Cl)=[O:37])[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:27]=2[CH:26]=[CH:25][CH:24]=1.O>C(Cl)Cl>[F:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][CH2:7][N:4]2[CH2:5][CH2:6][C@H:2]([NH:1][C:36]([N:34]3[C:33]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[C:27]4[C:35]3=[CH:23][CH:24]=[CH:25][CH:26]=4)=[O:37])[CH2:3]2)=[CH:14][CH:13]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 32622619H-carbazole-9-carbonyl chlorideHCID 59915932(S)-3-amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine

생성물 1

HCID 59915920(S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)carbazole-9-carboxamide수율 47.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(S)-3-Amino-1-(2-(4-fluorophenyl)ethyl)pyrrolidine (0.42 g) and triethylamine (0.28 ml) were dissolved in methylene chloride (10 ml), and carbazole-N-carbonyl chloride (0.46 g) was added under ice-cooling. After the completion of the reaction, water was added, and the mixture was extracted with chloroform and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and IPE was added to the obtained residue. The precipitated crystals were collected by filtration to give (S)-N-(1-(2-(4-fluorophenyl)ethyl)pyrrolidin-3-yl)carbazole-9-carboxamide (0.38 g), melting point 107-108° C.

후처리

  1. temperaturecooling
  2. additionwas added
  3. extractionthe mixture was extracted with chloroform
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure, and IPE
  6. additionwas added to the obtained residue
  7. filtrationThe precipitated crystals were collected by filtration

출처 및 근거

ORD 기록
ord-ab740070f33740d788554ab8d6293b5f
출처 데이터셋
uspto-grants-2002_10
특허 번호
US06468998B1

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