Tert-butyl 3-(6-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate → 3-(5-(azetidin-3-yl)pyridin-2-ylamino)-5-bromo-1-methylpyridin-2(1H)-one

HRID 1022032노트

반응식

HRID 1022032 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH:10][C:11]2[N:16]=[CH:15][C:14]([CH:17]3[CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18]3)=[CH:13][CH:12]=2)[C:5](=[O:9])[N:6]([CH3:8])[CH:7]=1>Cl.O1CCOCC1>[NH:19]1[CH2:20][CH:17]([C:14]2[CH:13]=[CH:12][C:11]([NH:10][C:4]3[C:5](=[O:9])[N:6]([CH3:8])[CH:7]=[C:2]([Br:1])[CH:3]=3)=[N:16][CH:15]=2)[CH2:18]1

참가 물질

3

반응물 1

HCID 58044058Tert-butyl 3-(6-(5-bromo-1-methyl-2-oxo-1,2-dihydropyridin-3-ylamino)pyridin-3-yl)azetidine-1-carboxylate

생성물 1

HCID 580437193-(5-(azetidin-3-yl)pyridin-2-ylamino)-5-bromo-1-methylpyridin-2(1H)-one수율 84.3%

시약·촉매·용매 1

HCID 204431481,4-Dioxane hydrochloride용매

실험 절차

Compound 239a (1.0 g, 2.3 mmol) was suspended in 4M HCl/dioxane (10 mL). The reaction mixture was stirred at room temperature for 4 h. It was then concentrated under reduced pressure. The residue was basified with aqueous NaOH and the resulting mixture was extracted with dichloromethane. The combined organic layer was washed with brine and concentrated under reduced pressure to afford 239b as a yellow solid (650 mg, 84%). MS-ESI: [M+H]+ 335.

후처리

  1. concentrationIt was then concentrated under reduced pressure
  2. extractionthe resulting mixture was extracted with dichloromethane
  3. washThe combined organic layer was washed with brine
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a5fc825c4d8d498f928c2996bf6cdad1
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716274B2

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