Water → HCID 11490053, 화합물

HRID 13786노트

반응식

HRID 13786 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 11490053HCID 11490053, 화합물수율 22.4%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e224a7812f7c404bb5fb7c88ceb61e49
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728131B2

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