홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Potassium Carbonate → Ethyl 1-(3,4-difluorophenyl)-4[3-(ethoxycarbonyl)phenyl]-1H-pyrazole-3-carboxylate

HRID 587098
노트
인쇄 미리보기

반응식

HRID 587098 반응식
Br[C:2]1[C:3]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:4][N:5]([C:7]2[CH:12]=[CH:11][C:10]([F:13])=[C:9]([F:14])[CH:8]=2)[CH:6]=1.CC1(C)C(C)(C)OB([C:28]2[CH:29]=[C:30]([CH:35]=[CH:36][CH:37]=2)[C:31]([O:33][CH3:34])=[O:32])O1.[C:39](=O)([O-])[O-].[K+].[K+]>C(O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[F:14][C:9]1[CH:8]=[C:7]([N:5]2[CH:6]=[C:2]([C:36]3[CH:37]=[CH:28][CH:29]=[C:30]([C:31]([O:33][CH2:34][CH3:39])=[O:32])[CH:35]=3)[C:3]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N:4]2)[CH:12]=[CH:11][C:10]=1[F:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 27346513-Methoxycarbonylphenylboronic acid pinacol esterHCID 89464890ethyl 4-bromo-1-(3,4-difluorophenyl)-1H-pyrazole-3-carboxylate

생성물 1

HCID 89464679Ethyl 1-(3,4-difluorophenyl)-4[3-(ethoxycarbonyl)phenyl]-1H-pyrazole-3-carboxylate

시약·촉매·용매 2

HCID 167845palladium(II) acetate
촉매
HCID 702Ethanol용매

실험 절차

180 mg (0.54 mmol) of ethyl 4-bromo-1-(3,4-difluorophenyl)-1H-pyrazole-3-carboxylate, 156.7 mg (0.59 mmol) of methyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate, 158 mg (1.14 mmol) of potassium carbonate, 5.07 mg (0.011 mmol) of 2,2-dicyclohexylphosphino-2″,6″-diisopropoxybiphenyl and 1.22 mg (0.005 mmol) of palladium (II)acetate were suspended in 5 ml of ethanol and heated at the boil for 4 h. After cooling to room temperature, the solvent was removed under reduced pressure, the residue was dissolved in water and dichloromethane, the phases were separated and the organic phase was dried over magnesium sulfate. The crude product was purified by chromatography (ethyl acetate:n-heptane 1:4). This gave 84 mg (37%) of the desired product. 1H-NMR (400 MHz, CDCl3 δ, ppm) 8.15 (s, 1H); 8.05 (d, 1H); 7.96 (s, 1H); 7.74-7.69 (m, 2H); 7.53-7.47 (m, 2H); 7.28 (m, 1H); 4.48-4.34 (m, 4H); 1.43 (t, 3H); 1.29 (t, 3H)

후처리

  1. temperatureheated at the boil for 4 h
  2. customthe solvent was removed under reduced pressure
  3. dissolutionthe residue was dissolved in water
  4. customdichloromethane, the phases were separated
  5. dry with materialthe organic phase was dried over magnesium sulfate
  6. customThe crude product was purified by chromatography (ethyl acetate:n-heptane 1:4)

출처 및 근거

ORD 기록
ord-d81fe33f664741ed9f685641a0ae0dee
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09226505B2

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트