Sodium Carbonate → HCID 69355460, 화합물

HRID 983410노트

반응식

HRID 983410 반응식
[CH2:1]([O:3][C:4](=[O:20])[C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13](F)[CH:12]=2)[CH:8]=[N:7][CH:6]=1)[CH3:2].C([O-])(=[O:23])C.[K+].C1OCCOCCOCCOCCOCCOC1.C(=O)([O-])[O-].[Na+].[Na+]>CC#N>[CH2:1]([O:3][C:4](=[O:20])[C:5]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13]([OH:23])[CH:12]=2)[CH:8]=[N:7][CH:6]=1)[CH3:2]

참가 물질

6

반응물 4

HCID 10340Sodium CarbonateHCID 2855718-Crown-6HCID 517044Potassium AcetateHCID 693579505-(4-Cyano-3-fluoro-phenyl)-nicotinic acid ethyl ester

생성물 1

HCID 69355460HCID 69355460, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 5-(4-cyano-3-fluoro-phenyl)-nicotinic acid ethyl ester from Example 1a, potassium acetate (2 equiv.), and 18-crown-6 ether (2 equiv.) in MeCN is heated at reflux in 36 h. The mixture is cooled, aqueous sodium carbonate is added and stirred at room temperature overnight. The mixture was extracted with ether (discarded). The aqueous layer is neutralized with 1N HCl, extracted with EtOAc, dried over MgSO4, and concentrated. Purification by flash column chromatography gives 5-(4-cyano-3-hydroxy-phenyl)-nicotinic acid ethyl ester.

후처리

  1. temperatureis heated
  2. temperatureat reflux in 36 h
  3. temperatureThe mixture is cooled
  4. extractionThe mixture was extracted with ether (discarded)
  5. extractionextracted with EtOAc
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customPurification by flash column chromatography

출처 및 근거

ORD 기록
ord-64ad88f3e4ab4e33b10a215e3ed424f0
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06864267B2

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