Potassium tert-butoxide → 5-(6-Bromo-pyridin-2-yl)-5-methyl-morpholin-3-one

HRID 474036노트

반응식

HRID 474036 반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH:12][C:13](=[O:16])[CH2:14]Cl)([CH3:11])[CH2:9][OH:10])[CH:5]=[CH:4][CH:3]=1.CC([O-])(C)C.[K+]>C(O)(C)(C)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]2([CH3:11])[NH:12][C:13](=[O:16])[CH2:14][O:10][CH2:9]2)[CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 23665647Potassium tert-butoxideHCID 86668009N-[1-(6-bromo-pyridin-2-yl)-2-hydroxy-1-methyl-ethyl]-2-chloro-acetamide

생성물 1

HCID 866680115-(6-Bromo-pyridin-2-yl)-5-methyl-morpholin-3-one

시약·촉매·용매 1

HCID 6386tert-Butanol용매

실험 절차

To a solution of N-[1-(6-bromo-pyridin-2-yl)-2-hydroxy-1-methyl-ethyl]-2-chloro-acetamide in tert-butanol (90 ml) was added KOtBu and the reaction mixture was stirred at rt for 4 h. The reaction mixture was quenched with H2O and diluted with EtOAc. The phases were separated and the aq. phase was twice extracted with EtOAc. The combined org. phases were washed with brine, dried over Na2SO4, filtered and the solvent was removed to leave the title compound as a pale yellow solid. HPLC RtH4=0.73 min; ESIMS: 271, 273 [(M+H)+]; 1H NMR (400 MHz, DMSO-d6): δ 8.72 (s, 1H), 7.82-7.78 (m, 1H), 7.57-7.51 (m, 2H), 4.10 (d, 2H), 4.00 (d, 1H), 3.65 (d, 1H), 1.42 (s, 3H).

후처리

  1. customThe reaction mixture was quenched with H2O
  2. additiondiluted with EtOAc
  3. customThe phases were separated
  4. extractionthe aq. phase was twice extracted with EtOAc
  5. washphases were washed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customthe solvent was removed

출처 및 근거

ORD 기록
ord-e1be45d67bb2423eb35d22a18732224b
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637508B2

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