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Sodium Carbonate → 6-[4-Methoxybenzyl-(6-morpholinopyridin-3-yl)amino]-4-[(trifluoroacetyl)amino]pyridine-3-carboxylic acid ethyl ester

HRID 2035546
ノート
印刷プレビュー

反応式

HRID 2035546 の反応式
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9](Cl)=[CH:10][C:11]=1[NH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[O:5])[CH3:2].[CH3:20][O:21][C:22]1[CH:41]=[CH:40][C:25]([CH2:26][NH:27][C:28]2[CH:29]=[N:30][C:31]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)=[CH:32][CH:33]=2)=[CH:24][CH:23]=1.C1(P(C2C=CC=CC=2)C2C=CC3C(=CC=CC=3)C=2C2C3C(=CC=CC=3)C=CC=2P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]([N:27]([CH2:26][C:25]2[CH:40]=[CH:41][C:22]([O:21][CH3:20])=[CH:23][CH:24]=2)[C:28]2[CH:29]=[N:30][C:31]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)=[CH:32][CH:33]=2)=[CH:10][C:11]=1[NH:12][C:13](=[O:18])[C:14]([F:17])([F:16])[F:15])=[O:5])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 10340Sodium CarbonateHCID 634876Binap, (A+-)-HCID 674131333-(4-Methoxybenzyl)amino-6-morpholinopyridineHCID 866579426-Chloro-4-(trifluoroacetyl)aminopyridine-3-carboxylic acid ethyl ester

生成物 1

HCID 866579436-[4-Methoxybenzyl-(6-morpholinopyridin-3-yl)amino]-4-[(trifluoroacetyl)amino]pyridine-3-carboxylic acid ethyl ester

試薬・触媒・溶媒 3

HCID 167845palladium(II) acetate触媒HCID 962Water溶媒HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

21.8 mg of 6-chloro-4-(trifluoroacetyl)aminopyridine-3-carboxylic acid ethyl ester and 22 mg of 3-(4-methoxybenzyl)amino-6-morpholinopyridine were dissolved in 1 mL of toluene, to which 1.7 mg of palladium (II) acetate, 9.2 mg of 2,2′-bis (diphenylphosphino)-1,1′-binaphthyl and 202 mg of sodium carbonate were added, and stirred overnight at 100° C. After cooling, water was added to the reaction mixture, extracted with chloroform, the extract was washed with saturated saline, and dried on anhydrous sodium sulfate. The solvent was evaporated, and the residue was purified by silica gel thin layer chromatography (hexane:ethyl acetate=1:1) to obtain 5.7 mg (ylod 14%) of the title compound as a light yellow solid.

後処理

  1. additionwere added
  2. temperatureAfter cooling
  3. extractionextracted with chloroform
  4. washthe extract was washed with saturated saline
  5. dry with materialdried on anhydrous sodium sulfate
  6. customThe solvent was evaporated
  7. customthe residue was purified by silica gel thin layer chromatography (hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-451822e827f04f6d9cb107ac04030ad2
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08575153B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート