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Cesium carbonate → 5-phenyl-3-(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}propyl)dihydropyrimidine-2,4(1H,3H)-dione

HRID 1245342
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HRID 1245342 반응식
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:18]=[CH:17][C:9]2[C:10]([C:13]([F:16])([F:15])[F:14])=[N:11][O:12][C:8]=2[C:7]=1[CH2:19][CH2:20][CH3:21].BrC(Cl)CC.[C:27]1([CH:33]2[CH2:38][NH:37][C:36](=[O:39])[NH:35][C:34]2=[O:40])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.O>[C:27]1([CH:33]2[CH2:38][NH:37][C:36](=[O:39])[N:35]([CH2:2][CH2:3][CH2:4][O:5][C:6]3[CH:18]=[CH:17][C:9]4[C:10]([C:13]([F:16])([F:15])[F:14])=[N:11][O:12][C:8]=4[C:7]=3[CH2:19][CH2:20][CH3:21])[C:34]2=[O:40])[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 10796Cesium carbonateHCID 36872Propane, bromochloro-HCID 219110296-(3-Chloropropoxy)-7-propyl-3-(trifluoromethyl)-1,2-benzisoxazoleHCID 587195655-phenyldihydropyrimidine-2,4(1H,3H)-dione

생성물 1

HCID 219110165-phenyl-3-(3-{[7-propyl-3-(trifluoromethyl)-1,2-benzisoxazol-6-yl]oxy}propyl)dihydropyrimidine-2,4(1H,3H)-dione

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A mixture of 6-(3-chloropropoxy)-7-propyl-3-(trifluoromethyl)-1,2-benzisoxazole, prepared as for Example 7 from bromochloropropane, (36 mg, 0.12 mmol), 5-phenyldihydropyrimidine-2,4(1H,3H)-dione, from this Example step 1, (42.5 mg, 0.22 mmol), Cs2CO3 (145.7 mg, 0.45 mmol) and KI (9.3 mg, 0.056 mmol) in dry DMF was stirred at room temperature overnight. The reaction mixture was diluted with water and partitioned between ethyl acetate and water. Combined organic extracts were washed with water and brine, dried over Na2SO4 and the solvent evaporated in vacuo. The product was purified by HPLC using 30% to 70% gradient CH3CN:H2O).

후처리

  1. customwas stirred at room temperature overnight
  2. custompartitioned between ethyl acetate and water
  3. washCombined organic extracts were washed with water and brine
  4. dry with materialdried over Na2SO4
  5. customthe solvent evaporated in vacuo
  6. customThe product was purified by HPLC

출처 및 근거

ORD 기록
ord-40347162d24d420facdf46fbc02da755
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07125865B2

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