Hydrochloric Acid → 4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid

HRID 1242377노트

반응식

HRID 1242377 반응식
C([O:3][C:4]([C:6]1[C:7]([CH:22]2[CH2:24][CH2:23]2)=[N:8][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=[O:5])C.[OH-].[Na+].Cl>C(O)C.O>[CH:22]1([C:7]2[C:6]([C:4]([OH:5])=[O:3])=[CH:11][N:10]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:20])([F:21])[F:19])=[CH:14][CH:13]=3)[N:8]=2)[CH2:24][CH2:23]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 670721284-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl ester

생성물 1

HCID 219357274-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid수율 93.4%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

The solutions of 3.6 g (10.7 mmol) of 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl ester (example 27D]) in 40 ml of ethanol and of 1.07 g (26.7 mmol) of sodium hydroxide in 5 ml of H2O were mixed and then refluxed for 1 hour. After cooling to ambient temperature, 6.7 ml of 4N aqueous hydrochloric acid was added. The reaction mixture was extracted with three portions of ethyl acetate. The combined organic phases were washed with water and brine and dried over anhydrous sodium sulfate. The 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid crystallized upon concentrating the solution by evaporation. After cooling in an ice bath, 3.08 g of white crystals were obtained (84% of theory).

후처리

  1. temperaturerefluxed for 1 hour
  2. extractionThe reaction mixture was extracted with three portions of ethyl acetate
  3. washThe combined organic phases were washed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid crystallized
  6. concentrationupon concentrating the solution
  7. customby evaporation
  8. temperatureAfter cooling in an ice bath

출처 및 근거

ORD 기록
ord-44587bac6dcf4d8488617d456e2d417f
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07115611B2

반응 노트

불러오는 중…