3-(Trifluoromethyl)phenyl isocyanate → 1-(4-Methyl-3-(pyrimidin-5-ylcarbamoyl)phenyl)-3-(3-(trifluoromethyl)phenyl)urea

HRID 2355081

반응식

HRID 2355081 반응식
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:17])=[C:6]([CH:16]=1)[C:7]([NH:9][C:10]1[CH:11]=[N:12][CH:13]=[N:14][CH:15]=1)=[O:8].[N:18]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=1)=[C:19]=[O:20]>C1C=CC=CC=1>[CH3:17][C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:19]([NH:18][C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:28])([F:29])[F:30])[CH:22]=2)=[O:20])=[CH:16][C:6]=1[C:7](=[O:8])[NH:9][C:10]1[CH:15]=[N:14][CH:13]=[N:12][CH:11]=1

참가 물질

4

반응물 2

HCID 94833-(Trifluoromethyl)phenyl isocyanateHCID 248240475-amino-2-methyl-N-(pyrimidin-5-yl)benzamide

생성물 1

HCID 161184651-(4-Methyl-3-(pyrimidin-5-ylcarbamoyl)phenyl)-3-(3-(trifluoromethyl)phenyl)urea

시약·촉매·용매 1

HCID 241Benzene용매

반응 조건

온도
75 °C

실험 절차

To a suspension of 5-amino-2-methyl-N-(pyrimidin-5-yl)benzamide 26 (0.068 g, 0.30 mmol) in benzene (5 mL) was added 1-isocyanato-3-(trifluoromethyl)benzene (0.046 mL, 0.33 mmol). The reaction was heated at 75° C. for 2 hours, producing a solid precipitate. The mixture was concentrated and chromatographed on silica gel with 94/6 CH2Cl2/MeOH to afford 1-(4-methyl-3-(pyrimidin-5-ylcarbamoyl)phenyl)-3-(3-(trifluoromethyl)phenyl)urea 27 as a white solid. MS m/z: found 416 [MH+], calc. for C20H16F3N5O2=415.13.

후처리

  1. customproducing a solid precipitate
  2. concentrationThe mixture was concentrated
  3. customchromatographed on silica gel with 94/6 CH2Cl2/MeOH

출처 및 근거

ORD 기록
ord-b16ebcff9b2148a783128c741409efbe
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07754717B2

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