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Pyridine → HCID 60110691, 화합물

HRID 1007483
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HRID 1007483 반응식
[Si:1]([N:8]1[C:16]2[C:11](=[CH:12][C:13](B(O)O)=[CH:14][CH:15]=2)[C:10]([CH:20]([CH3:22])[CH3:21])=[CH:9]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[OH:23][C:24]1[C:38]([CH3:39])=[CH:37][C:27]([O:28][CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])=[CH:26][C:25]=1[CH3:40].N1C=CC=CC=1.C(N(CC)CC)C>ClCCl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[C:33]([O:32][C:30](=[O:31])[CH2:29][O:28][C:27]1[CH:26]=[C:25]([CH3:40])[C:24]([O:23][C:13]2[CH:12]=[C:11]3[C:16](=[CH:15][CH:14]=2)[N:8]([Si:1]([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2])[CH:9]=[C:10]3[CH:20]([CH3:22])[CH3:21])=[C:38]([CH3:39])[CH:37]=1)([CH3:36])([CH3:35])[CH3:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1049PyridineHCID 8471TriethylamineHCID 22669367HCID 22669367, 화합물HCID 22669607HCID 22669607, 화합물

생성물 1

HCID 60110691HCID 60110691, 화합물수율 63.4%

시약·촉매·용매 2

HCID 8895Cupric acetate촉매
HCID 6344
Dichloromethane
용매

실험 절차

0.50 g (1.58 mmol) of 1-[tert-butyl(dimethyl)silyl]-3-isopropyl-1H-indol-5-yl-boronic acid (Example XII), 0.437 g (173 mmol) of tert-butyl-(4-hydroxy-3,5-dimethylphenoxy)acetate (Example IX), 0.286 g (1.58 mmol) of copper(II) acetate and 0.50 g of molecular sieve (4 Å, powdered) are suspended in 10 ml of dried dichloromethane. 0.64 ml (7.88 mmol) of pyridine and 1.10 ml (7.88 mmol) of triethylamine are added dropwise at room temperature. The batch is stirred overnight at room temperature. The batch is subsequently filtered through silica gel and washed with dichloromethane. The filtrate is concentrated and the residue is filtered through silica gel (dichloromethane). 0.525 g (62%) of tert-butyl-[4-({1-[tert-butyl-(dimethyl)silyl]-3-isopropyl-1H-indol-5-yl}oxy)-3,5-dimethylphenoxy]acetate is obtained.

후처리

  1. filtrationThe batch is subsequently filtered through silica gel
  2. washwashed with dichloromethane
  3. concentrationThe filtrate is concentrated
  4. filtrationthe residue is filtered through silica gel (dichloromethane)

출처 및 근거

ORD 기록
ord-1c7cd122e58c4069af959ed965e110ca
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06794406B2

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