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Potassium Carbonate → HCID 59369326, 화합물

HRID 1689825
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HRID 1689825 반응식
[CH:1]1([C:4]2[O:8][N:7]=[C:6]([C:9]3[C:14]([Cl:15])=[CH:13][CH:12]=[CH:11][C:10]=3[Cl:16])[C:5]=2[CH2:17][O:18][CH:19]2[CH2:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH2:3][CH2:2]1.I[C:27]1[CH:37]=[CH:36][C:30]([C:31]([O:33][CH2:34][CH3:35])=[O:32])=[CH:29][CH:28]=1.N1CCC[C@H]1C(O)=O.C(=O)([O-])[O-].[K+].[K+]>CS(C)=O.[Cu]I>[CH2:34]([O:33][C:31](=[O:32])[C:30]1[CH:36]=[CH:37][C:27]([N:22]2[CH2:23][CH2:24][CH2:25][CH:19]([O:18][CH2:17][C:5]3[C:6]([C:9]4[C:10]([Cl:16])=[CH:11][CH:12]=[CH:13][C:14]=4[Cl:15])=[N:7][O:8][C:4]=3[CH:1]3[CH2:2][CH2:3]3)[CH2:20][CH2:21]2)=[CH:28][CH:29]=1)[CH3:35]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 142891Ethyl 4-iodobenzoateHCID 145742L-ProlineHCID 593693374-((Azepan-4-yloxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole

생성물 1

HCID 59369326HCID 59369326, 화합물

시약·촉매·용매 2

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
촉매
HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
100 °C

실험 절차

To a solution of 16 g (42 mmol) of 4-[5-cyclopropyl-3-(2,6-dichloro-phenyl)-isoxazol-4-ylmethoxy]-azepane in 40 mL of dimethyl sulfoxide, is added ethyl 4-iodobenzoate (21 g, 67 mmol), proline (2 g, 16.7 mmol) and copper(I) iodide (3.2 g, 16.7 mmol.). The resulting mixture is degassed with nitrogen followed by addition of potassium carbonate (11.6 g, 84 mmol). The reaction mixture is stirred at 100° C. for 14 hours. The mixture is cooled to room temperature and quenched with water. The mixture is extracted with EtOAc, the organics are dried over MgSO4, filtered and concentrated to afford a crude which is purified on silica gel column chromatography (Eluting with Hexanes/EtOAc 8:2), to obtained 17 g of the title racemic compound.

후처리

  1. customThe resulting mixture is degassed with nitrogen
  2. temperatureThe mixture is cooled to room temperature
  3. customquenched with water
  4. extractionThe mixture is extracted with EtOAc
  5. dry with materialthe organics are dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto afford a crude which
  9. customis purified on silica gel column chromatography (Eluting with Hexanes/EtOAc 8:2)
  10. customto obtained 17 g of the title racemic compound

출처 및 근거

ORD 기록
ord-e20eaa7a9fe145a2983b04b86059b5bd
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08153624B2

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