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Water → N4-(5-t-Butyl-isoxazol-3-yl)-N2-(4,5-dimethoxy-2-methyl-phenyl)-pyrimidine-2,4-diamine

HRID 1241591
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HRID 1241591 반응식
[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]2[CH:16]=[CH:15][N:14]=[C:13](Cl)[N:12]=2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:18][C:19]1[CH:25]=[C:24]([O:26][CH3:27])[C:23]([O:28][CH3:29])=[CH:22][C:20]=1[NH2:21].C([O-])(O)=O.[Na+].O>CS(C)=O.C(Cl)Cl>[C:1]([C:5]1[O:9][N:8]=[C:7]([NH:10][C:11]2[CH:16]=[CH:15][N:14]=[C:13]([NH:21][C:20]3[CH:22]=[C:23]([O:28][CH3:29])[C:24]([O:26][CH3:27])=[CH:25][C:19]=3[CH3:18])[N:12]=2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 2665854,5-Dimethoxy-2-methylanilineHCID 516892Sodium BicarbonateHCID 21936452(2-Chloro-pyrimidin-4-yl)-(5-tert-butyl-isoxazol-3-yl)-amine

생성물 1

HCID 21060792N4-(5-t-Butyl-isoxazol-3-yl)-N2-(4,5-dimethoxy-2-methyl-phenyl)-pyrimidine-2,4-diamine

시약·촉매·용매 2

HCID 679
Dimethyl Sulfoxide
용매
HCID 6344Dichloromethane용매

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온도
110 °C

실험 절차

To a slurry of (5-L-butyl-isoxazol-3-yl)-(2-chloro-pyrimidin-4-yl)-amine (0.110 g, 0.435 mmol, Step A) in DMSO (0.110 mL) was added 2-methyl-4,5-dimethoxyaniline (0.073 g, 0.435 mmol). The mixture was heated in a sealed tube at 110° C. for 90 min until TLC indicated the disappearance of starting materials. The mixture was taken up in CH2Cl2 (5 mL) followed by the addition of NaHCO3 (aq., sat. 1 mL) and H2O (5 mL). Extraction with CH2Cl2 (5×5 mL), followed by drying with MgSO4 and filtration yielded a crude mixture that was concentrated under reduced pressure. Purification by chromatography (97:3 CH2Cl2:MeOH) on silica gel afforded the title compound as a purple solid. MS m/z=384.2. Calc'd for C20H25N5O3: 383.45.

후처리

  1. extractionExtraction with CH2Cl2 (5×5 mL)
  2. dry with materialby drying with MgSO4 and filtration
  3. customyielded a crude mixture that
  4. concentrationwas concentrated under reduced pressure
  5. customPurification by chromatography (97:3 CH2Cl2:MeOH) on silica gel

출처 및 근거

ORD 기록
ord-d8183c2106594182a3c14c37a38e9539
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07115617B2

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