Sodium hydride → 4-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-methylbenzyl)-N-(cyclopropylmethyl)amino]thiazole

HRID 128694노트

반응식

HRID 128694 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([NH:15][CH:16]([CH3:23])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[S:12][C:13]=1[CH3:14].BrC(C)C([C:28]1[CH:33]=[CH:32][C:31](Cl)=CC=1Cl)=O.[H-].[Na+]>O1CCCC1.C1(CBr)CC1.C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[N:10]=[C:11]([N:15]([CH:16]([CH3:23])[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:31][CH:32]2[CH2:28][CH2:33]2)[S:12][C:13]=1[CH3:14]

참가 물질

7

반응물 3

HCID 24758Sodium hydrideHCID 109239912-Bromo-1-(2,4-dichlorophenyl)propan-1-oneHCID 193748634-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-methylbenzyl)amino]thiazole

생성물 1

HCID 193748504-(2,4-dichlorophenyl)-5-methyl-2-[N-(alpha-methylbenzyl)-N-(cyclopropylmethyl)amino]thiazole

시약·촉매·용매 3

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매HCID 81503Bromomethylcyclopropane용매

실험 절차

At 0° C., add 0.5 g of 4-(2,4-dichlorophenyl)-5-methyl-2-[N-(α-methylbenzyl)amino]thiazole (prepared from Compound 92 and Compound 15 according to the process described in Example 1), dissolved in 5 ml of anhydrous tetrahydrofuran, and 66 mg of sodium hydride. After 30 minutes of stirring at room temperature, run in 0.67 ml of cyclopropylmethyl bromide dropwise. Leave for eight hours under reflux, cool and dilute the reaction medium with methylene chloride, then pour it onto ice.

후처리

  1. customLeave for eight hours
  2. temperatureunder reflux
  3. temperaturecool
  4. additionpour it onto ice

출처 및 근거

ORD 기록
ord-3582406116dd456cb4435c34ea56e06e
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05464847

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