Water → N4-Quinolin-3-yl-N2-(3,4,5-trimethoxyphenyl)pyrimidine-2,4-diamine

HRID 495451노트

반응식

HRID 495451 반응식
Cl[C:2]1[N:7]=[C:6]([NH:8][C:9]2[CH:10]=[N:11][C:12]3[C:17]([CH:18]=2)=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:5]=[CH:4][N:3]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:25]=[C:26]([O:30][CH3:31])[C:27]=1[O:28][CH3:29])[NH2:24].O.C([O-])(O)=O.[Na+]>CC(C)=O.Cl.CCOC(C)=O>[N:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:18]=[C:9]([NH:8][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:24][C:23]3[CH:25]=[C:26]([O:30][CH3:31])[C:27]([O:28][CH3:29])=[C:21]([O:20][CH3:19])[CH:22]=3)[N:7]=2)[CH:10]=1

참가 물질

8

반응물 4

HCID 962WaterHCID 322853,4,5-TrimethoxyanilineHCID 516892Sodium BicarbonateHCID 22326846(2-Chloropyrimidin-4-yl)quinolin-3-ylamine

생성물 1

HCID 10179293N4-Quinolin-3-yl-N2-(3,4,5-trimethoxyphenyl)pyrimidine-2,4-diamine

시약·촉매·용매 3

HCID 313Hydrochloric Acid촉매HCID 180Acetone용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of (2-chloro-pyrimidin-4-yl)-quinolin-3-yl-amine (100 mg, 0.39 mmol) and 3,4,5-trimethoxyaniline was suspended in acetone (7 mL) and water (2 mL) with 2 drops of conc. HCl. The mixture was heated in a sealed tube to reflux overnight. The mixture was poured into EtOAc (100 mL) and sat. aq. NaHCO3. The organics were separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude was purified via preparative HPLC. MS m/z=404. Calc'd for C22H21N5O3: 403.16.

후처리

  1. temperatureThe mixture was heated in a sealed tube
  2. temperatureto reflux overnight
  3. customThe organics were separated
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customThe crude was purified via preparative HPLC

출처 및 근거

ORD 기록
ord-5283f8ad221f460b8724247eeece4653
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06939874B2

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