Ethyl Acetate → N-Cyclohexyl-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)-N-(2-oxoethyl)propanamide

HRID 909883노트

반응식

HRID 909883 반응식
[CH:1]1([N:7]([CH2:27][CH:28](OC)[O:29]C)[C:8](=[O:26])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:21]=[N:22][N:23]([CH3:25])[CH:24]=3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>C(Cl)Cl>[CH:1]1([N:7]([CH2:27][CH:28]=[O:29])[C:8](=[O:26])[CH2:9][CH2:10][O:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:21]=[N:22][N:23]([CH3:25])[CH:24]=3)[CH:15]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 59290438N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)propanamide

생성물 1

HCID 44553042N-Cyclohexyl-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)-N-(2-oxoethyl)propanamide수율 107.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

N-Cyclohexyl-N-(2,2-dimethoxyethyl)-3-(3-(1-methyl-1H-pyrazol-4-yl)phenethoxy)propanamide (0.5 g) was stirred in DCM (10 mL) followed by the addition of p-toluenesulfonic acid monohydrate (0.43 g). The mixture was stirred for 1 h. Ethyl acetate was added followed by sodium hydrogen carbonate solution. The aqueous phase was removed and the remaining organic phase washed once with water, once with brine, dried over sodium sulphate, filtered and the solvent removed to afford the desired material as an oil (0.48 g). This material was used in the next step directly. MS [M+H]+=398 (MultiMode+)

후처리

  1. customThe aqueous phase was removed
  2. washthe remaining organic phase washed once with water, once with brine
  3. dry with materialdried over sodium sulphate
  4. filtrationfiltered
  5. customthe solvent removed

출처 및 근거

ORD 기록
ord-549cec2ee57042758ba947d5c7b7cc7a
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08017602B2

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