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HCID 66749622, 화합물 → HCID 56839793, 화합물

HRID 537055
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HRID 537055 반응식
[C:1]([NH:4][C:5]1[CH:10]=[C:9]([C:11]2[O:12][C:13]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[Cl:31])=[C:14]([C:16]([NH:18][CH2:19][CH:20]([O:23]C)OC)=O)[N:15]=2)[C:8]([CH3:32])=[CH:7][N:6]=1)(=[O:3])[CH3:2].CS(O)(=O)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>O>[Cl:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=1[C:13]1[O:12][C:11]([C:9]2[C:8]([CH3:32])=[CH:7][N:6]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[CH:10]=2)=[N:15][C:14]=1[C:16]1[O:23][CH:20]=[CH:19][N:18]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 66749622HCID 66749622, 화합물HCID 86584057Phosphorus Pentoxide-Methanesulfonic Acid

생성물 1

HCID 56839793HCID 56839793, 화합물수율 2.6%

시약·촉매·용매 1

HCID 962Water용매

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온도
130 °C

실험 절차

A mixture of 2-(2-acetamido-5-methylpyridin-4-yl)-5-(2-chlorophenyl)-N-(2,2-dimethoxyethyl)-1,3-oxazole-4-carboxamide (0.226 g, 0.492 mmol) and Eaton's Reagent (7.7 wt % phosphorus pentoxide solution in methanesulfonic acid, 1.2 mL) was allowed to stir at 130° C. for 3 hr. Water was added to the reaction mixture and the solution was extracted with EtOAc. The organic solutions were combined, washed with brine and aqueous sat. NaHCO3, dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography to give N-{4-[5′-(2-chlorophenyl)-2,4′-bi-1,3-oxazol-2′-yl]-5-methylpyridin-2-yl}acetamide (Compound I-10) (0.005 g, 2%). LCMS (FA): m/z=395 (M+H).

후처리

  1. extractionthe solution was extracted with EtOAc
  2. washwashed with brine and aqueous sat. NaHCO3
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-06c79cb1afb447978ce5807ac7339527
출처 데이터셋
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08859768B2

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