p-Toluenesulfonic acid → N'-{2,5-dimethyl-4-[2-(methyl-phenyl-amino)-pyrimidin-4-yloxy]-phenyl}-N-ethyl-N-methyl-formamidine

HRID 12081

반응식

HRID 12081 반응식
[NH2:1][C:2]1[C:22]([CH3:23])=[CH:21][C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([N:13]([CH3:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:8]=2)=[C:4]([CH3:24])[CH:3]=1.COC(OC)OC.[C:32]1([CH3:42])C=CC(S(O)(=O)=O)=CC=1.[CH3:43][NH:44][CH2:45]C>>[CH3:23][C:22]1[CH:21]=[C:5]([O:6][C:7]2[CH:12]=[CH:11][N:10]=[C:9]([N:13]([CH3:20])[C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:8]=2)[C:4]([CH3:24])=[CH:3][C:2]=1[N:1]=[CH:43][N:44]([CH2:32][CH3:42])[CH3:45]

참가 물질

5

반응물 4

HCID 6101p-Toluenesulfonic acidHCID 9005Trimethyl orthoformateHCID 12219N-MethylethylamineHCID 67026468[4-(4-Amino-2,5-dimethyl-phenoxy)-pyrimidin-2-yl]-methyl-phenyl-amine

생성물 1

HCID 16004709N'-{2,5-dimethyl-4-[2-(methyl-phenyl-amino)-pyrimidin-4-yloxy]-phenyl}-N-ethyl-N-methyl-formamidine

실험 절차

To a mixture of 252 mg (0.7 mmol) of [4-(4-Amino-2,5-dimethyl-phenoxy)-pyrimidin-2-yl]-methyl-phenyl-amine and 4 ml of trimethoxymethane, 20 mg of p-toluene sulfonic acid were added. The reaction mixture was refluxed for 2 hrs and concentrated in vacuo. The mixture was solved in 10 ml of dichloromethane and 62 mg (1.05 mmol) methyl ethyl amine was added. After stirring 18 hrs at ambient temperature the mixture was evaporated and yielded 280 mg (89%) with a purity of 87%; log P (pH 2.3)=1.61.

후처리

  1. additionwere added
  2. temperatureThe reaction mixture was refluxed for 2 hrs
  3. concentrationconcentrated in vacuo
  4. customwas evaporated
  5. customyielded 280 mg (89%) with a purity of 87%

출처 및 근거

ORD 기록
ord-5891a95dbe0a4f5487ba99d0197a9015
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07727986B2

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