Water → N-(3-Methylsulfonylphenyl)-N'-(4-(6-phenylaminopyrimidin-4-yloxy)phenyl)urea

HRID 387992노트

반응식

HRID 387992 반응식
[NH2:1][C:2]1[CH:21]=[CH:20][C:5]([O:6][C:7]2[N:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:8]=2)=[CH:4][CH:3]=1.C1([O:28][C:29](=O)[NH:30][C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([S:37]([CH3:40])(=[O:39])=[O:38])[CH:32]=2)C=CC=CC=1.O>CS(C)=O.C(OCC)(=O)C.CCCCCC>[CH3:40][S:37]([C:33]1[CH:32]=[C:31]([NH:30][C:29]([NH:1][C:2]2[CH:21]=[CH:20][C:5]([O:6][C:7]3[CH:8]=[C:9]([NH:13][C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[N:10]=[CH:11][N:12]=3)=[CH:4][CH:3]=2)=[O:28])[CH:36]=[CH:35][CH:34]=1)(=[O:38])=[O:39]

참가 물질

7

반응물 3

HCID 962WaterHCID 22936234Phenyl 3-methylsulfonylphenylcarbamateHCID 22936405N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine

생성물 1

HCID 22936246N-(3-Methylsulfonylphenyl)-N'-(4-(6-phenylaminopyrimidin-4-yloxy)phenyl)urea수율 81%

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매2회

실험 절차

N-(6-(4-Aminophenoxy)pyrimidin-4-yl)phenylamine (55.6 mg, 0.200 mmol) and (3-methylsulfonylphenyl)carbamic acid phenyl ester (63.8 mg, 0.220 mmol) were heated and stirred in dimethylsulfoxide (1 ml) at 85° C. for 2 hours. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with 1N aqueous sodium hydroxide, water and saturated saline and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was suspended in ethyl acetate, the suspension was diluted with hexane, and the crystals were filtered out, washed with hexane and then blow-dried to obtain the title compound (77.0 mg, 0.162 mmol, 81%) as colorless crystals.

후처리

  1. washthe organic layer was washed with 1N aqueous sodium hydroxide, water and saturated saline
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationthe drying agent was filtered off
  4. distillationthe filtrate was distilled off under reduced pressure
  5. customThe obtained crude product
  6. filtrationthe crystals were filtered out
  7. washwashed with hexane
  8. customblow-dried

출처 및 근거

ORD 기록
ord-9ff303bd2a324f929b117d27380c3ab3
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08372981B2

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