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Triethylamine → Methyl 3-[2-({4-[(2-methoxypyridin-4-yl)oxy]-2-(methylamino)phenyl}amino)-2-oxoethoxy]benzoate

HRID 1843717
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HRID 1843717 반응식
C(Cl)(=O)C(C)(C)C.[CH3:8][O:9][C:10]([C:12]1[CH:13]=[C:14]([CH:20]=[CH:21][CH:22]=1)[O:15][CH2:16][C:17]([OH:19])=O)=[O:11].C(N(CC)CC)C.[CH3:30][O:31][C:32]1[CH:37]=[C:36]([O:38][C:39]2[CH:40]=[C:41]([NH:46][CH3:47])[C:42]([NH2:45])=[CH:43][CH:44]=2)[CH:35]=[CH:34][N:33]=1>ClCCl>[CH3:30][O:31][C:32]1[CH:37]=[C:36]([O:38][C:39]2[CH:44]=[CH:43][C:42]([NH:45][C:17](=[O:19])[CH2:16][O:15][C:14]3[CH:13]=[C:12]([CH:22]=[CH:21][CH:20]=3)[C:10]([O:9][CH3:8])=[O:11])=[C:41]([NH:46][CH3:47])[CH:40]=2)[CH:35]=[CH:34][N:33]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8471Triethylamine2회HCID 62493Pivaloyl chlorideHCID 13816150[3-(Methoxycarbonyl)phenoxy]acetic acidHCID 667058644-[(2-Methoxypyridin-4-yl)oxy]-N2-methylbenzene-1,2-diamine

생성물 1

HCID 66705881Methyl 3-[2-({4-[(2-methoxypyridin-4-yl)oxy]-2-(methylamino)phenyl}amino)-2-oxoethoxy]benzoate수율 78%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Pivaloyl chloride (1.74 mL, 14.2 mmol) was added dropwise to a solution of [3-(methoxycarbonyl)phenoxy]acetic acid produced in Example (1c) (3.27 g, 15.6 mmol) and triethylamine (1.97 mL, 14.2 mmol) in dichloromethane (40 mL) in a nitrogen atmosphere at 0° C. After one hour, a solution of 4-[(2-methoxypyridin-4-yl)oxy]-N2-methylbenzene-1,2-diamine produced in Example (16d) (3.46 g, 14.2 mmol) and triethylamine (1.97 mL, 14.2 mmol) in dichloromethane (40 mL) was added dropwise at 0° C., and the mixture was stirred at room temperature for two hours. The reaction mixture was concentrated under reduced pressure. Then, the residue was purified by silica gel chromatography (ethyl acetate) to obtain the title compound (4.81 g, 78%) as a pale brown oil.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThen, the residue was purified by silica gel chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-8c78410083224c04b8f3f00b1be56ed0
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946264B2

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