1,1'-Carbonyldiimidazole → (S)-hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one

HRID 15891ノート

反応式

HRID 15891 の反応式
[NH2:1][CH2:2][C@@H:3]1[CH2:7][CH2:6][CH2:5][NH:4]1.[C:8](N1C=CN=C1)(N1C=CN=C1)=[O:9]>C(Cl)Cl>[CH2:2]1[NH:1][C:8](=[O:9])[N:4]2[CH2:5][CH2:6][CH2:7][C@@H:3]12

参加物

4

反応物 2

HCID 682631,1'-CarbonyldiimidazoleHCID 2734054(S)-(+)-2-(Aminomethyl)pyrrolidine

生成物 1

HCID 14358392(S)-hexahydro-3H-pyrrolo[1,2-c]imidazol-3-one収率 50%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

(S)-2-(Aminomethyl)pyrrolidine (250 mg) and carbonyldiimidazole (400 mg, 1.0 equiv.) were dissolved in DCM (50 mL). The resulting mixture was stirred at room temperature for 18 hours, then concentrated under vacuum. The residue was purified by flash column chromatography (SPE cartridge, SiO2), using DCM-methanol (95:5) as eluent to afford the title compound as colourless solid (150 mg, 50% yield).

後処理

  1. concentrationconcentrated under vacuum
  2. customThe residue was purified by flash column chromatography (SPE cartridge, SiO2)

出典と根拠

ORDレコード
ord-c72271c88f954c9f997ce3039b94773c
出典データセット
uspto-grants-2010_06
特許番号
US07732600B2

反応ノート

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