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

반응식

HRID 18086 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

(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.

후처리

  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

출처 및 근거

ORD 기록
ord-a91e682d1e5f4f50b13ded6fe34a9d27
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741329B2

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