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Sodium Carbonate → 2-tert-Butoxy-3-[2-[4-(2-fluorophenoxymethyl)piperidino)ethyl]pyrazine

HRID 606217
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반응식

HRID 606217 반응식
[C:1]([O:5][C:6]1[C:11](/[CH:12]=[CH:13]\OC)=[N:10][CH:9]=[CH:8][N:7]=1)([CH3:4])([CH3:3])[CH3:2].Cl.[F:17][C:18]1[CH:31]=[CH:30][CH:29]=[CH:28][C:19]=1[O:20][CH2:21][CH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)([O-])[O-].[Na+].[Na+]>ClCCl.C(OCC)(=O)C>[C:1]([O:5][C:6]1[C:11]([CH2:12][CH2:13][N:25]2[CH2:24][CH2:23][CH:22]([CH2:21][O:20][C:19]3[CH:28]=[CH:29][CH:30]=[CH:31][C:18]=3[F:17])[CH2:27][CH2:26]2)=[N:10][CH:9]=[CH:8][N:7]=1)([CH3:2])([CH3:3])[CH3:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 171780504-((2-Fluorophenoxy)methyl)piperidine hydrochlorideHCID 67047587(Z)-2-tert-butoxy-3-(2-methoxyvinyl)pyrazine

생성물 1

HCID 222478612-tert-Butoxy-3-[2-[4-(2-fluorophenoxymethyl)piperidino)ethyl]pyrazine수율 10.1%

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8857Ethyl Acetate용매

실험 절차

After adding 139 mg of (Z)-2-tert-butoxy-3-(2-methoxyvinyl)pyrazine and 196 mg of 4-(2-fluorophenoxymethyl)piperidine hydrochloride in 5 ml of dichloromethane, 213 mg of sodium triacetoxyborohydride was added and the mixture was stirred overnight at room temperature. Aqueous sodium carbonate solution was added to the reaction mixture and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine in that order and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate) to obtain the title compound (26 mg, 10% yield).

후처리

  1. additionwas added
  2. washThe organic layer was washed with water and saturated brine in that order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-9958f710c30c433e8e546027bf103da9
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07915274B2

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