Water → HCID 11490053、化合物

HRID 13786ノート

反応式

HRID 13786 の反応式
[CH3:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[NH:9][C:10]1[CH:15]=[C:14]([C:16]2[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=2)[CH:13]=[CH:12][N:11]=1.C(N(C(C)C)CC)(C)C.Cl.Cl.[CH2:33]([N:35]1[CH2:40][CH2:39][N:38]([CH2:41][C:42]2[CH:50]=[CH:49][C:45]([C:46](Cl)=[O:47])=[CH:44][C:43]=2[C:51]([F:54])([F:53])[F:52])[CH2:37][CH2:36]1)[CH3:34].O>C(#N)C.CN(C)C1C=CN=CC=1>[CH2:33]([N:35]1[CH2:36][CH2:37][N:38]([CH2:41][C:42]2[CH:50]=[CH:49][C:45]([C:46]([NH:6][C:5]3[CH:7]=[CH:8][C:2]([CH3:1])=[C:3]([NH:9][C:10]4[CH:15]=[C:14]([C:16]5[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=5)[CH:13]=[CH:12][N:11]=4)[CH:4]=3)=[O:47])=[CH:44][C:43]=2[C:51]([F:54])([F:52])[F:53])[CH2:39][CH2:40]1)[CH3:34]

参加物

7

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 231458504-(4-Ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochlorideHCID 231458974-Methyl-3-[4-(3-pyridyl)pyridin-2-ylamino]aniline

生成物 1

HCID 11490053HCID 11490053、化合物収率 22.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6342Acetonitrile溶媒

実験手順

200 mg of 4-methyl-3-[4-(3-pyridyl)pyridin-2-ylamino]aniline (Reference Example 23) was suspended in 4 ml of acetonitrile, and 78.8 mg of 4-(dimethylamino)pyridine and 484 μl of N,N-diisopropyl-N-ethylamine were added in turn. Under ice-cooling with stirring, 383 mg of 4-(4-ethylpiperazin-1-ylmethyl)-3-trifluoromethylbenzoyl chloride dihydrochloride (Reference Example 5) was added, followed by stirring at room temperature for 2 hours. To the reaction solution was added water and the mixture was subjected to extraction with ethyl acetate three times. The organic layers were washed with saturated saline and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain 93 mg of the objective compound as pale yellow crystals.

後処理

  1. temperatureUnder ice-cooling
  2. stirringby stirring at room temperature for 2 hours
  3. extractionthe mixture was subjected to extraction with ethyl acetate three times
  4. washThe organic layers were washed with saturated saline
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure
  7. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-e224a7812f7c404bb5fb7c88ceb61e49
出典データセット
uspto-grants-2010_06
特許番号
US07728131B2

反応ノート

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