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

HRID 992321ノート

反応式

HRID 992321 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(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.

後処理

  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

出典と根拠

ORDレコード
ord-ab740070f33740d788554ab8d6293b5f
出典データセット
uspto-grants-2002_10
特許番号
US06468998B1

反応ノート

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