Dichloromethane → 4-(3-Chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-chloro-2-methylthiopyrimidine

HRID 1352786노트

반응식

HRID 1352786 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:5][NH:6][C:7]1[C:12]([C:13](Cl)=[O:14])=[C:11]([Cl:16])[N:10]=[C:9]([S:17][CH3:18])[N:8]=1.C(Cl)Cl.[CH2:27]([O:34][CH2:35][CH2:36][OH:37])[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(=O)([O-])O.[Na+]>O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH2:5][NH:6][C:7]1[C:12]([C:13]([O:37][CH2:36][CH2:35][O:34][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:14])=[C:11]([Cl:16])[N:10]=[C:9]([S:17][CH3:18])[N:8]=1

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 121412-(Benzyloxy) ethanolHCID 516892Sodium BicarbonateHCID 178482834-(3-Chloro-4-methoxybenzylamino)-5-chloroformyl-6-chloro-2-methylthiopyrimidine

생성물 1

HCID 178483574-(3-Chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-chloro-2-methylthiopyrimidine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of whole amount of 4-(3-chloro-4-methoxybenzylamino)-5-chloroformyl-6-chloro-2-methylthiopyrimidine (prepared in the above (1)), methylene chloride 15 ml and 2-benzyloxyethanol 224 mg is refluxed for 30 minutes. After cooling the reaction mixture is diluted with water and neutralized with an aqueous saturated sodium hydrogen carbonate solution. The solution is washed with ethyl acetate. The methylene chloride layer is diluted with ethyl acetate, washed, dried and concentrated in vacuo. The residue is separated with silica gel chromatography (solvent; hexane:ethyl acetate=5:1) to give 4-(3-chloro-4-methoxybenzylamino)-5-(2-benzyloxyethoxycarbonyl)-6-chloro-2-methylthiopyrimidine as a colorless oil 655 mg.

후처리

  1. temperatureis refluxed for 30 minutes
  2. temperatureAfter cooling the reaction mixture
  3. washThe solution is washed with ethyl acetate
  4. additionThe methylene chloride layer is diluted with ethyl acetate
  5. washwashed
  6. customdried
  7. concentrationconcentrated in vacuo
  8. customThe residue is separated with silica gel chromatography (solvent; hexane:ethyl acetate=5:1)

출처 및 근거

ORD 기록
ord-69677042205b4654aa4acc8836f20315
출처 데이터셋
uspto-grants-2007_05
특허 번호
US07220736B2

반응 노트

불러오는 중…