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Potassium Carbonate → Methyl 1-[(4-hydroxypiperidin-1-yl)carbonyl]-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylate

HRID 661236
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HRID 661236 반응식
[F:1][C:2]([F:33])([F:32])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]2[CH2:15][N:14]([C:16](OC3C=CC([N+]([O-])=O)=CC=3)=[O:17])[CH2:13][CH:12]([C:28]([O:30][CH3:31])=[O:29])[CH2:11]2)=[CH:6][CH:5]=1.[OH:34][CH:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[OH:34][CH:35]1[CH2:40][CH2:39][N:38]([C:16]([N:14]2[CH2:15][CH:10]([C:7]3[CH:6]=[CH:5][C:4]([CH2:3][C:2]([F:32])([F:33])[F:1])=[CH:9][CH:8]=3)[CH2:11][CH:12]([C:28]([O:30][CH3:31])=[O:29])[CH2:13]2)=[O:17])[CH2:37][CH2:36]1
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참가 물질

5

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HCID 11430Potassium CarbonateHCID 79341Piperidin-4-olHCID 581164903-Methyl 1-(4-nitrophenyl) 5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-1,3-dicarboxylate

생성물 1

HCID 58116578Methyl 1-[(4-hydroxypiperidin-1-yl)carbonyl]-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

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온도
150 °C

실험 절차

1.20 g (2.57 mmol) of the compound from Example 54A, 781 mg (7.72 mmol) of 4-hydroxypiperidine and 533 mg (3.86 mmol) of potassium carbonate were added to 14 ml of DMF and heated in a single-mode microwave (Emrys Optimizer) at 150° C. for 45 min. For workup, the reaction solutions were combined and filtered, and the residue was purified by means of preparative HPLC. Yield: 733 mg (66% of theory)

후처리

  1. filtrationfiltered
  2. customthe residue was purified by means of preparative HPLC

출처 및 근거

ORD 기록
ord-cae5a252fdfc408eb223babe8622531b
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08084469B2

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