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Potassium Carbonate → N-((2S)-1-((2-(5-(((1R)-2,2-difluorocyclopropyl)methoxy)pyridin-2-yl) [1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

HRID 2277280
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HRID 2277280 반응식
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][C:10]3[CH:15]=[C:14]([O:16][CH2:17][C@@H:18]([NH:20][C:21](=[O:23])[CH3:22])[CH3:19])[N:13]=[CH:12][C:11]=3[N:24]=2)=[N:6][CH:7]=1.[N+](C1C=CC(S(O[CH2:38][C@H:39]2[CH2:41][C:40]2([F:43])[F:42])(=O)=O)=CC=1)([O-])=O.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.C(OCC)(=O)C>[F:42][C:40]1([F:43])[CH2:41][C@@H:39]1[CH2:38][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:9][C:10]3[CH:15]=[C:14]([O:16][CH2:17][C@@H:18]([NH:20][C:21](=[O:23])[CH3:22])[CH3:19])[N:13]=[CH:12][C:11]=3[N:24]=2)=[N:6][CH:7]=1
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 86731320((1R)-2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonateHCID 136341408N-((2S)-1-((2-(5-hydroxypyridin-2-yl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide

생성물 1

HCID 86731362N-((2S)-1-((2-(5-(((1R)-2,2-difluorocyclopropyl)methoxy)pyridin-2-yl) [1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide수율 26%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매
HCID 8857Ethyl Acetate용매

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온도
70 °C

실험 절차

A suspension of N-((2S)-1-((2-(5-hydroxypyridin-2-yl)[1,3]oxazolo[4,5-c]pyridin-6-yl)oxy)propan-2-yl)acetamide (37.4 mg), ((1R)-2,2-difluorocyclopropyl)methyl 4-nitrobenzenesulfonate (50.1 mg) and potassium carbonate (31.5 mg) in DMF (5 mL) was stirred at 70° C. for 30 min. The reaction mixture was diluted with ethyl acetate, and washed with saturated brine, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated, and the obtained solid was washed with diethyl ether to give the title m compound (12.4 mg).

후처리

  1. washwashed with saturated brine
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. washthe obtained solid was washed with diethyl ether

출처 및 근거

ORD 기록
ord-0996977898ed42f389dfd0222388e014
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09133129B2

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