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Potassium Iodide → 7-[3-[4-(6-Fluorobenzo[d]isoxazole-3-yl)piperidin-1-yl]propoxy]-2-(hydroxymethyl)-chromen-4-one

HRID 635225
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반응식

HRID 635225 반응식
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([C:10](=[O:18])[CH:11]=[C:12]([CH2:16][OH:17])[O:13]2)=[CH:8][CH:7]=1.Cl.[F:20][C:21]1[CH:35]=[CH:34][C:24]2[C:25]([CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)=[N:26][O:27][C:23]=2[CH:22]=1.C(=O)(O)[O-].[Na+].[I-].[K+]>C(#N)C.C(OCC)C.O>[F:20][C:21]1[CH:35]=[CH:34][C:24]2[C:25]([CH:28]3[CH2:29][CH2:30][N:31]([CH2:2][CH2:3][CH2:4][O:5][C:6]4[CH:15]=[C:14]5[C:9]([C:10](=[O:18])[CH:11]=[C:12]([CH2:16][OH:17])[O:13]5)=[CH:8][CH:7]=4)[CH2:32][CH2:33]3)=[N:26][O:27][C:23]=2[CH:22]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 105398897-(3-Chloropropoxy)-2-(hydroxymethyl)-chromen-4-oneHCID 11334359R-56109 hydrochloride

생성물 1

HCID 98268277-[3-[4-(6-Fluorobenzo[d]isoxazole-3-yl)piperidin-1-yl]propoxy]-2-(hydroxymethyl)-chromen-4-one수율 40.2%

시약·촉매·용매 3

HCID 962
Water
용매
HCID 3283Diethyl Ether용매
HCID 6342Acetonitrile용매

실험 절차

A mixture of 3 g (11 mmoles) of the compound obtained in Example 5, 2.88 g (11 mmoles) of 6-fluoro-3-(4-piperidinyl)-benzo[d]isoxazole hydrochloride, 2.16 g (26 mmoles) of sodium bicarbonate and a catalytic amount of potassium iodide in 80 mL of acetonitrile was heated at reflux for 48 hours. The mixture was then allowed to cool, poured onto 100 mL of water and extracted with 100 mL of chloroform. The chloroform extract was washed with water, dried over sodium sulphate and evaporated. The residue obtained was suspended in ethyl ether, filtered and dried at vaccum to give 2 g of 7-[3-[4-(6-fluorobenzo[d]isoxazole-3-yl)piperidin-1-yl]propoxy]-2-(hydroxymethyl)-chromen-4-one in 40% yield.

후처리

  1. temperatureat reflux for 48 hours
  2. temperatureto cool
  3. extractionextracted with 100 mL of chloroform
  4. extractionThe chloroform extract
  5. washwas washed with water
  6. dry with materialdried over sodium sulphate
  7. customevaporated
  8. customThe residue obtained
  9. filtrationfiltered
  10. customdried at vaccum

출처 및 근거

ORD 기록
ord-f9b3726068ce46738c1869d3260eaa2d
출처 데이터셋
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06187793B1

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