tert-Butyl (2S)-2-(aminomethyl)piperidine-1-carboxylate → (S)-2-[(6,7-Difluoroquinoxalin-2-ylamino)methyl]-piperidine-1-carboxylic acid tert buty ester

HRID 18086

反応式

HRID 18086 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:14][NH2:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:17]1[CH:26]=[N:25][C:24]2[C:19](=[CH:20][C:21]([F:28])=[C:22]([F:27])[CH:23]=2)[N:18]=1>CN(C)C=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[CH2:14][NH:15][C:26]1[CH:17]=[N:18][C:19]2[C:24](=[CH:23][C:22]([F:27])=[C:21]([F:28])[CH:20]=2)[N:25]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 1502020tert-Butyl (2S)-2-(aminomethyl)piperidine-1-carboxylateHCID 103755432-Chloro-6,7-difluoroquinoxaline

生成物 1

HCID 69980785(S)-2-[(6,7-Difluoroquinoxalin-2-ylamino)methyl]-piperidine-1-carboxylic acid tert buty ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

(S)-2-Aminomethyl-piperidine-1-carboxylic acid tert-butyl ester (0.607 g), and 2-chloro-6,7-difluoroquinoxaline McQuaid et. al. J. Med. Chem. (1992), 35(18), 3319-24 (0.569 g) were dissolved in dimethylformamide (1 ml) and heated to 90° C. for 5 days under an atmosphere of argon. After cooling, the reaction solution was partitioned between ethyl acetate and water. The organic layer was washed with water, saturated brine, dried and evaporated. The residue was chromatographed over silica gel, eluting with a gradient of 10 to 50% ethyl acetate in hexane. The title compound was obtained as a pale yellow solid (0.460 g), MH+ 379.

後処理

  1. temperatureAfter cooling
  2. customthe reaction solution was partitioned between ethyl acetate and water
  3. washThe organic layer was washed with water, saturated brine
  4. customdried
  5. customevaporated
  6. customThe residue was chromatographed over silica gel
  7. washeluting with a gradient of 10 to 50% ethyl acetate in hexane

出典と根拠

ORDレコード
ord-a91e682d1e5f4f50b13ded6fe34a9d27
出典データセット
uspto-grants-2010_06
特許番号
US07741329B2

関連ノート

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