Ethanol → HCID 178469973, 화합물

HRID 1026902노트

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HRID 1026902 반응식
CC1(C)[O:7][C:6](=[O:8])[C:5](=[CH:9][NH:10][C:11]2[NH:15][N:14]=[CH:13][C:12]=2[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:4](=O)[O:3]1.C(N(CC)CC)C.FC(F)(F)S(O[Si](C)(C)C)(=O)=O.C(O)C>C(Cl)Cl>[CH2:19]([O:18][C:16]([C:12]1[CH:13]=[N:14][N:15]2[C:4]([OH:3])=[C:5]([C:6]([OH:7])=[O:8])[CH:9]=[N:10][C:11]=12)=[O:17])[CH3:20]

참가 물질

6

반응물 4

HCID 702EthanolHCID 8471TriethylamineHCID 65367Trimethylsilyl triflateHCID 5407593-(2,2-Dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)amino-4-carbethoxy-pyrazole

생성물 1

HCID 178469973HCID 178469973, 화합물수율 91.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Ethyl 5-[(2,2-dimethyl-4,6-dioxo-1,3-dioxane-5-ylidene)methylamino]1H-pyrazole-4-carboxylate (14.9 g, 45.6 mmol) obtained in step 1 was suspended in methylene chloride (227 mL), and triethylamine (25 mL, 182 mmol) was added. Trimethylsilyl trifluoromethanesulfonate (33.2 mL, 182 mmol) was added dropwise over about 10 min under ice-cooling while maintaining the reaction inside temperature at not more than 10° C., and the mixture was stirred at room temperature for 1 hr. The reaction mixture was cooled to 0° C., and ethanol (75 mL) was added dropwise over 10 min. After the completion of the dropwise addition, the mixture was stirred at room temperature for 10 hr. The precipitated crystals were collected by filtration, washed with cold ethanol (50 mL), and dried under reduced pressure at 40° C. overnight to give the title compound (10.5 g, 91%).

후처리

  1. temperaturecooling
  2. temperaturewhile maintaining
  3. customthe reaction inside temperature at not more than 10° C.
  4. temperatureThe reaction mixture was cooled to 0° C.
  5. additionAfter the completion of the dropwise addition
  6. stirringthe mixture was stirred at room temperature for 10 hr
  7. filtrationThe precipitated crystals were collected by filtration
  8. washwashed with cold ethanol (50 mL)
  9. customdried under reduced pressure at 40° C. overnight

출처 및 근거

ORD 기록
ord-1e34d2b8456c457f894d0462e08e5c34
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729264B2

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