Methanesulfonic Acid → HCID 178462509, 화합물

HRID 985164노트

반응식

HRID 985164 반응식
[CH3:1][CH2:2][N:3]1[C:8](=[O:9])[C:7]([O:10][CH3:11])=[CH:6][C:5]([C:12]#[N:13])=[CH:4]1.C[O-].[Na+].CO.CS(O)(=O)=O.[F:24][C:25]1[CH:30]=[CH:29][C:28]([C@@:31]([C:36]2[CH:37]=[N:38][C:39]([F:42])=[CH:40][CH:41]=2)(N)[C@@H:32]([NH2:34])[CH3:33])=[CH:27][CH:26]=1>CO>[CH2:2]([N:3]1[CH:4]=[C:5]([C:12]2[NH:34][C@@H:32]([CH3:33])[C@:31]([C:28]3[CH:29]=[CH:30][C:25]([F:24])=[CH:26][CH:27]=3)([C:36]3[CH:37]=[N:38][C:39]([F:42])=[CH:40][CH:41]=3)[N:13]=2)[CH:6]=[C:7]([O:10][CH3:11])[C:8]1=[O:9])[CH3:1]

참가 물질

6

반응물 4

HCID 6395Methanesulfonic AcidHCID 218858511-Ethyl-3-methoxy-2-pyridone-5-carbonitrileHCID 23694274Sodium methanolate methanolHCID 44139477(1s,2s)-1-(4-Fluorophenyl)-1-(6-fluoro-3-pyridyl)-1,2-propanediamine

생성물 1

HCID 178462509HCID 178462509, 화합물수율 2.5%

시약·촉매·용매 1

HCID 887Methanol용매2회

실험 절차

1-ethyl-3-methoxy-2-pyridone-5-carbonitrile (30 mg) was dissolved in methanol (1 mL), and 25% sodium methoxide-methanol solution(6.6 mL) was added thereto. The mixture was stirred at room temperature for 17 hours, and methanesulfonic acid (11 μL) and a solution of (1S,2S)-1-(4-fluorophenyl)-1-(6-fluoro-3-pyridyl)-1,2-propanediamine (44.5 mg) in methanol (1 mL) were successively added. The mixture was stirred at room temperature for two days and concentrated in vacuo. The residue was dissolved in ethyl acetate, and the solution was washed with brine, and dried over anhydrous sodium sulfate. After removal of the sodium sulfate by filtration, the organic solvent was evaporated in vacuo to give a residue, which was purified by column chromatography on silica gel (chloroform:methanol=10:1) to give the title compound (1.8 mg) as a brown solid.

후처리

  1. stirringThe mixture was stirred at room temperature for two days
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washthe solution was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customAfter removal of the sodium sulfate
  7. filtrationby filtration
  8. customthe organic solvent was evaporated in vacuo
  9. customto give a residue, which
  10. customwas purified by column chromatography on silica gel (chloroform:methanol=10:1)

출처 및 근거

ORD 기록
ord-c4b010fa84c74ceea0707d6a57c8fdde
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06869966B2

반응 노트

불러오는 중…