Methyl iodide → 4-(2-Chloro-4-methoxyphenyl)-5-methyl-2-[N-(2-methoxy-5-methoxymethylphenyl)-N-propylamino]thiazole hydrochloride

HRID 1698871노트

반응식

HRID 1698871 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[N:11]=[C:12]([N:16]([C:20]2[CH:25]=[C:24]([CH2:26][OH:27])[CH:23]=[CH:22][C:21]=2[O:28][CH3:29])[CH2:17][CH2:18][CH3:19])[S:13][C:14]=1[CH3:15].[H-].[Na+].[CH3:32]I>CN(C)C=O.C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[C:10]1[N:11]=[C:12]([N:16]([C:20]2[CH:25]=[C:24]([CH2:26][O:27][CH3:32])[CH:23]=[CH:22][C:21]=2[O:28][CH3:29])[CH2:17][CH2:18][CH3:19])[S:13][C:14]=1[CH3:15]

참가 물질

6

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 183222484-(2-Chloro-4-methoxyphenyl)-5-methyl-2-[N-(5-hydroxymethyl-2-methoxyphenyl)-N-propylamino]thiazole

생성물 1

HCID 183222644-(2-Chloro-4-methoxyphenyl)-5-methyl-2-[N-(2-methoxy-5-methoxymethylphenyl)-N-propylamino]thiazole hydrochloride

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

At 0° C., under an inert atmosphere, 320 mg of 4-(2-chloro-4-methoxyphenyl)-5-methyl-2-[N-(5-hydroxymethyl-2-methoxyphenyl)-N-propylamino]thiazole are dissolved in 0.7 ml of dimethylformamide. 70 mg of sodium hydride (50% in oil) are added. After 5 minutes, 0.24 ml of methyl iodide is added. After 12 hours at room temperature, the reaction mixture is diluted with ethyl acetate and then hydrolyzed. The organic phase is washed several times with water before being dried over sodium sulphate. After purification on a silica gel; the expected product is dissolved in dichloromethane. A 0.1 N solution of hydrochloric acid in isopropanol is then added. After evaporation under vacuum, the expected product is obtained in hydrochloride form; m.p.=71° C.

후처리

  1. waitAfter 12 hours at room temperature
  2. washThe organic phase is washed several times with water
  3. dry with materialbefore being dried over sodium sulphate
  4. customAfter purification on a silica gel
  5. dissolutionthe expected product is dissolved in dichloromethane
  6. additionA 0.1 N solution of hydrochloric acid in isopropanol is then added
  7. customAfter evaporation under vacuum

출처 및 근거

ORD 기록
ord-1079f1e2cc3b41d8889f99e8fffd3c48
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06344470B1

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