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Potassium Iodide → 5-(4-Methanesulfonyl-phenyl)-2-{1-[(1-trifluoromethyl-cyclopropyl)methyl]-piperidin-4-yl}-2,3-dihydro-furo[2,3-c]pyridine

HRID 533129
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인쇄 미리보기

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HRID 533129 반응식
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[CH2:19][CH:18]([CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[O:17][C:14]3=[CH:15][N:16]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[F:26][C:27]([F:38])([F:37])[C:28]1([CH2:31]OS(C)(=O)=O)[CH2:30][CH2:29]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN1CCCC1=O>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[C:13]3[CH2:19][CH:18]([CH:20]4[CH2:25][CH2:24][N:23]([CH2:31][C:28]5([C:27]([F:38])([F:37])[F:26])[CH2:30][CH2:29]5)[CH2:22][CH2:21]4)[O:17][C:14]3=[CH:15][N:16]=2)=[CH:7][CH:6]=1)(=[O:3])=[O:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 67973217HCID 67973217, 화합물HCID 86649942(1-(Trifluoromethyl)cyclopropyl)methyl methanesulfonate

생성물 1

HCID 715986495-(4-Methanesulfonyl-phenyl)-2-{1-[(1-trifluoromethyl-cyclopropyl)methyl]-piperidin-4-yl}-2,3-dihydro-furo[2,3-c]pyridine

시약·촉매·용매 1

HCID 13387
N-methyl-2-pyrrolidone
용매

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온도
100 °C

실험 절차

A mixture of 5-(4-methanesulfonyl-phenyl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (435 mg), methanesulfonic acid (1-trifluoromethyl-cyclopropyl)methyl ester (700 mg), potassium carbonate (850 mg), and potassium iodide (100 mg) in N-methyl-2-pyrrolidone (8 mL) is stirred at 100° C. for 4 h and then at room temperature overnight. The solvent is evaporated and the residue is triturated with methanol and filtered. The filtrate is concentrated in vacuo and the residue is purified by HPLC to give the title compound. LC (method 1): tR=1.09 min; Mass spectrum (ESI+): m/z=481 [M+H]+.

후처리

  1. customat room temperature
  2. customovernight
  3. customThe solvent is evaporated
  4. customthe residue is triturated with methanol
  5. filtrationfiltered
  6. concentrationThe filtrate is concentrated in vacuo
  7. customthe residue is purified by HPLC

출처 및 근거

ORD 기록
ord-917031d347e14374a06d0350d34a3e4a
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08853239B2

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