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

HRID 1843717
ノート
印刷プレビュー

反応式

HRID 1843717 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471Triethylamine2 回HCID 62493Pivaloyl chlorideHCID 13816150[3-(Methoxycarbonyl)phenoxy]acetic acidHCID 667058644-[(2-Methoxypyridin-4-yl)oxy]-N2-methylbenzene-1,2-diamine

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-8c78410083224c04b8f3f00b1be56ed0
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08946264B2

反応ノート

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