Carbon Dioxide → [4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol

HRID 890427노트

반응식

HRID 890427 반응식
CC(C[AlH]CC(C)C)C.C(=O)=O.C([O:15][C:16]([C:18]1[C:19]([CH:34]2[CH2:36][CH2:35]2)=[N:20][C:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=2)=[N:22][CH:23]=1)=O)C>C1(C)C=CC=CC=1.C1COCC1.CCOCC>[CH:34]1([C:19]2[C:18]([CH2:16][OH:15])=[CH:23][N:22]=[C:21]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:32])([F:33])[F:31])=[CH:26][CH:25]=3)[N:20]=2)[CH2:36][CH2:35]1

참가 물질

7

반응물 3

HCID 280Carbon DioxideHCID 14487Diisobutylaluminum hydrideHCID 670721284-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl ester

생성물 1

HCID 21935648[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol수율 100%

시약·촉매·용매 3

HCID 1140Toluene용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
-50 °C

실험 절차

Within 10 min 31.6 ml (37.9 mmol) of a 1.2 M DIBALH solution in toluene were added dropwise to a dry ice cooled (−50° C.) solution of 4.25 g (12.64 mmol) 4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid ethyl ester in 50 ml of THF. The reaction mixture was stirred 30 min at −50° C. and after letting rise the temperature to RT, for 1 h at RT. The reaction mixture was taken up in ether and washed with 1N HCl and water. The solvent was removed under reduced pressure to give 3.72 g of pure [4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol.

후처리

  1. customto RT
  2. waitfor 1 h at RT
  3. washwashed with 1N HCl and water
  4. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-507331c87d5e41459e6ee1b5fde0e9b2
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995263B2

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