Dimethyl Sulfate → HCID 68765199, 화합물

HRID 2362829노트

반응식

HRID 2362829 반응식
[F:1][C:2]1[CH:3]=[C:4]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=2)[CH:5]=[CH:6][C:7]=1[NH:8][C:9]1[N:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12].[C:25]([O-])(O)=O.[Na+].S(OC)(OC)(=O)=O>CC(C)=O>[F:1][C:2]1[CH:3]=[C:4]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([OH:24])[CH:19]=2)[CH:5]=[CH:6][C:7]=1[NH:8][C:9]1[N:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11]([O:13][CH3:25])=[O:12]

참가 물질

5

반응물 3

HCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 687626192-(3-Fluoro-3'-hydroxybiphenyl-4-ylamino)nicotinic acid

생성물 1

HCID 68765199HCID 68765199, 화합물수율 38.4%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a mixture of 2-(3-fluoro-3′-hydroxybiphenyl-4-ylamino)nicotinic acid (1 g, 3.08 mmol) and NaHCO3 (0.5 g, 6.17 mmol) in acetone (20 ml) was added dropwise dimethyl sulphate (0.47 g, 3.70 mmol). The mixture was heated to reflux overnight and then concentrated. Ethyl acetate was added to the crude and washed twice with 4% solution of NaHCO3 and brine. The organic phase was then dried over MgSO4 and concentrated in vacuo to afford 0.4 g of solid beige pure enough for the next synthetic step. Yield=36%

후처리

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. concentrationconcentrated
  4. additionEthyl acetate was added to the crude
  5. washwashed twice with 4% solution of NaHCO3 and brine
  6. dry with materialThe organic phase was then dried over MgSO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5e4a390b08ae4f74bb33d8b6a5dfe50a
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691852B2

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