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Hydrazine hydrate (1:1) → HCID 57758598, 화합물

HRID 229401
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HRID 229401 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9](S(C)(=O)=O)=[N:10][CH:11]=1)=[O:5])[CH3:2].[F:17][C:18]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:19]=1[OH:25].CC[O-].[Na+].O.[NH2:31][NH2:32]>CC(OC)(C)C.O>[CH2:1]([O:3][C:4]([C:6]1[C:7]([NH:31][NH2:32])=[N:8][C:9]([O:25][C:19]2[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:18]=2[F:17])=[N:10][CH:11]=1)=[O:5])[CH3:2]
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참가 물질

7

반응물 4

HCID 24654Hydrazine hydrate (1:1)HCID 1230512,4-DifluorophenolHCID 2723922Sodium ethoxideHCID 577586014-Chloro-2-methanesulfinyl-pyrimidine-5-carboxylic acid ethyl ester

생성물 1

HCID 57758598HCID 57758598, 화합물수율 53.3%

시약·촉매·용매 2

HCID 962Water
용매
HCID 15413tert-Butyl methyl ether용매2회

실험 절차

To a suspension of 4-chloro-2-methanesulfonyl-pyrimidine-5-carboxylic acid ethyl ester (12.8 g) and 2,4-difluorophenol (6.42 g) in MTBE (100 mL) was added a solution of NaOEt (3.87 g) in water (64 mL) at 0° C. The reaction was warmed to room temperature and stirred for one hour. The mixture was then added into a solution of hydrazine hydrate (4.8 g) in MTBE (25 mL) at 0° C. The reaction mixture was slowly warmed to room temperature and stirred for four hours, then quenched by addition of water and extracted with methylene chloride. The combined organic layers were dried with MgSO4, filtered and concentrated under reduced pressure to give 2-(2,4-difluoro-phenoxy)-4-hydrazino-pyrimidine-5-carboxylic acid ethyl ester (8.0 g).

후처리

  1. temperatureThe reaction mixture was slowly warmed to room temperature
  2. stirringstirred for four hours
  3. customquenched by addition of water
  4. extractionextracted with methylene chloride
  5. dry with materialThe combined organic layers were dried with MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8488dfdcf7814c829f04751e21b33793
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07563800B2

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