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Potassium Carbonate → Methyl 3-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)benzoate

HRID 2247432
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HRID 2247432 반응식
Br[C:2]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:3]=1[CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9].[CH3:19][O:20][C:21]([C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][CH:28]=1)=[O:22].C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1>[C:8]([O:7][C:6]([NH:5][CH2:4][C:3]1[CH:13]=[C:14]([O:17][CH3:18])[CH:15]=[CH:16][C:2]=1[C:27]1[CH:28]=[C:23]([CH:24]=[CH:25][CH:26]=1)[C:21]([O:20][CH3:19])=[O:22])=[O:12])([CH3:11])([CH3:10])[CH3:9]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 27347143-(Methoxycarbonyl)benzeneboronic acidHCID 22930485Tert-butyl (2-bromo-5-methoxybenzyl)carbamate

생성물 1

HCID 59218922Methyl 3-(2-{[(t-butoxycarbonyl)amino]methyl}-4-methoxyphenyl)benzoate수율 31.8%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
100 °C

실험 절차

1.26 g of t-Butyl N-(2-bromo-5-methoxybenzyl)carbamate, 790 mg of 3-methoxycarbonylphenylboronic acid, 231 mg of tetrakistriphenyl phosphine palladium and 2.20 g of potassium carbonate were dissolved in 25 ml of toluene, and the mixture was heated at 100° C. for 7 hours in a nitrogen atmosphere. The reaction mixture was filtered through Celite, and the filtrate was evaporated. The residue was purified by silica gel column, to give 470 mg of the title compound in the 4:1 hexane-ethyl acetate fraction.

후처리

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe filtrate was evaporated
  3. customThe residue was purified by silica gel column

출처 및 근거

ORD 기록
ord-3d6a6691f918489a885ec7430cfdce98
출처 데이터셋
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07687664B2

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