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Potassium Carbonate → Methyl 4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylate

HRID 1807777
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HRID 1807777 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([OH:18])([C:14]([F:17])([F:16])[F:15])[C:10]([F:13])([F:12])[F:11])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].Cl.Cl.[NH:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH:28]1[C:33]([O:35][CH3:36])=[O:34]>C(#N)C>[F:11][C:10]([F:13])([F:12])[C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:2][N:30]2[CH2:31][CH2:32][NH:27][CH:28]([C:33]([O:35][CH3:36])=[O:34])[CH2:29]2)=[CH:4][CH:5]=1)([OH:18])[C:14]([F:17])([F:16])[F:15]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 2760425Methyl Piperazine-2-carboxylate DihydrochlorideHCID 235273962-[4-(Bromomethyl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol

생성물 1

HCID 86638569Methyl 4-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperazine-2-carboxylate수율 25.1%

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

실험 절차

2-(4-(Bromomethyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (4.61 mmol, 1.553 g), potassium carbonate (13.82 mmol, 1.910 g) and methyl piperazine-2-carboxylate dihydrochloride (4.61 mmol, 1 g) were combined and stirred at room temperature overnight in acetonitrile (25 mL). The reaction mixture was filtered and the solid washed with ethyl acetate. The organic was concentrated under reduced pressure. The resulting residue was purified by silica column chromatography (eluant dichloromethane/methanol/ammonia 95/5/0.5) to afford the title compound (464 mg).

후처리

  1. filtrationThe reaction mixture was filtered
  2. washthe solid washed with ethyl acetate
  3. concentrationThe organic was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica column chromatography (eluant dichloromethane/methanol/ammonia 95/5/0.5)

출처 및 근거

ORD 기록
ord-87d787044aec4f3b9858100da55ff0ef
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08357679B2

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