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Pyridine → 2-(3-{3-[2-benzyl-7-(trifluoromethyl)-2H-indazol-3-yl]phenoxy}phenyl)-2-methylpropanoic acid methyl ester

HRID 735482
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HRID 735482 반응식
[CH2:1]([N:8]1[C:16]([C:17]2[CH:18]=[C:19]([OH:23])[CH:20]=[CH:21][CH:22]=2)=[C:15]2[C:10]([C:11]([C:24]([F:27])([F:26])[F:25])=[CH:12][CH:13]=[CH:14]2)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:28][O:29][C:30](=[O:49])[C:31]([CH3:48])([C:33]1[CH:38]=[CH:37][CH:36]=[C:35](B2OC(C)(C)C(C)(C)O2)[CH:34]=1)[CH3:32].N1C=CC=CC=1>C(Cl)Cl.Cl.CC([O-])=O.CC([O-])=O.[Cu+2]>[CH3:28][O:29][C:30](=[O:49])[C:31]([C:33]1[CH:34]=[CH:35][CH:36]=[C:37]([O:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([C:16]3[N:8]([CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[N:9]=[C:10]4[C:15]=3[CH:14]=[CH:13][CH:12]=[C:11]4[C:24]([F:27])([F:25])[F:26])[CH:18]=2)[CH:38]=1)([CH3:48])[CH3:32]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 1049PyridineHCID 116175953-(2-Benzyl-7-trifluoromethyl-2H-indazol-3-yl)-phenolHCID 67021194Methyl 2-methyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

생성물 1

HCID 670213972-(3-{3-[2-benzyl-7-(trifluoromethyl)-2H-indazol-3-yl]phenoxy}phenyl)-2-methylpropanoic acid methyl ester

시약·촉매·용매 3

HCID 8895
Cupric acetate
촉매
HCID 313Hydrochloric Acid용매
HCID 6344Dichloromethane용매

실험 절차

3-(2-Benzyl-7-trifluoromethyl-2H-indazol-3-yl)-phenol (96 mg, 0.26 mmol), 2-methyl-2-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester (80 mg, 0.26 mmol), Cu(OAc)2 (47 mg, 0.26 mmol) and pyridine (42 μL, 0.52 mmol) were dissolved in 3 ml anhydrous CH2Cl2 and stirred at room temperature with crushed molsieves (4 Å) overnight. The reaction mixture was diluted with 1 M HCl (aq.) and the product was extracted three times with CH2Cl2. The combined organic phases were dried, evaporated and the crude material was purified by preparative HPLC using a gradient with an acidic mobile phase on an ACE-C8 column to afford 8.4 mg of analytically pure product.

후처리

  1. extractionthe product was extracted three times with CH2Cl2
  2. customThe combined organic phases were dried
  3. customevaporated
  4. customthe crude material was purified by preparative HPLC
  5. customto afford 8.4 mg of analytically pure product

출처 및 근거

ORD 기록
ord-8ee571b4d47b4a52a27a4e0cb0805b36
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592363B2

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