4-(Pyrrolidin-1-yl)butan-1-amine → 4-Chloro-N-[4-(1-pyrrolidinyl)butyl]-2-pyridinecarboxamide

HRID 491678

反応式

HRID 491678 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8](Cl)=[O:9])[CH:3]=1.[N:11]1([CH2:16][CH2:17][CH2:18][CH2:19][NH2:20])[CH2:15][CH2:14][CH2:13][CH2:12]1>C1COCC1.CCOC(C)=O>[N:11]1([CH2:16][CH2:17][CH2:18][CH2:19][NH:20][C:8]([C:4]2[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][N:5]=2)=[O:9])[CH2:15][CH2:14][CH2:13][CH2:12]1

参加物

5

反応物 2

HCID 27627624-(Pyrrolidin-1-yl)butan-1-amineHCID 110951464-chloropyridine-2-carbonyl Chloride

生成物 1

HCID 859719314-Chloro-N-[4-(1-pyrrolidinyl)butyl]-2-pyridinecarboxamide

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a suspension of 4-chloro-pyridine-2-carbonyl chloride (8.88 g, 49 mmol) in THF (100 mL) was added at 0° C. 4-pyrrolidin-1-yl-butylamine (7.0 g, 49 mmol). The reaction was stirred for 18 h at RT. The mixture was diluted with EtOAc, washed several time with aqueous 6 N NaOH and then brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude material was purified by flash chromatography using a gradient CH2Cl2/MeOH/NH4OH (100%, 0%, 0% to 90%, 10%, 1%). The pure fractions were combined and the solvents removed under vacuum. The title compound was obtained.

後処理

  1. additionwas added at 0° C
  2. washwashed several time with aqueous 6 N NaOH
  3. dry with materialbrine, dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude material was purified by flash chromatography
  7. customthe solvents removed under vacuum

出典と根拠

ORDレコード
ord-62815154662f40f2b6291db7c0c97d64
出典データセット
uspto-grants-2009_05
特許番号
US07531553B2

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