Pyridine → 8-[2-(4-Chlorobutyrylamino)-6-methylbenzylamino]-2,3-dimethylimidazo[1,2-a]pyridine

HRID 1955002노트

반응식

HRID 1955002 반응식
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[NH2:8][C:9]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[C:10]=1[CH2:11][NH:12][C:13]1[C:14]2[N:15]([C:19]([CH3:23])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1.N1C=CC=CC=1.C(=O)([O-])O.[K+]>ClCCl.O>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([NH:8][C:9]1[CH:27]=[CH:26][CH:25]=[C:24]([CH3:28])[C:10]=1[CH2:11][NH:12][C:13]1[C:14]2[N:15]([C:19]([CH3:23])=[C:20]([CH3:22])[N:21]=2)[CH:16]=[CH:17][CH:18]=1)=[O:6]

참가 물질

7

반응물 4

HCID 1049PyridineHCID 783704-Chlorobutyryl chlorideHCID 516893Potassium BicarbonateHCID 109896268-(2-Amino-6-methylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridine

생성물 1

HCID 232941658-[2-(4-Chlorobutyrylamino)-6-methylbenzylamino]-2,3-dimethylimidazo[1,2-a]pyridine수율 86.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

반응 조건

온도
10 °C

실험 절차

0.88 ml (7.85 mmol) of 4-chlorobutyryl chloride is added dropwise at 0-5° C. with stirring to a solution of 2.2 g (7.85 mmol) of 8-(2-amino-6-methylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridine and 0.63 ml (7.85 mmol) of pyridine in 30 ml of dichloromethane and the mixture is stirred for a further 2 h at 0-20° C. It is treated with water and potassium hydrogen carbonate to pH 7, the mixture is extracted with shaking, and the organic layer is dried with magnesium sulfate and concentrated in vacuo. The residue is recrystallized from toluene and petroleum ether (50/70° C.). 2.6 g (86%) of the title compound are obtained. M.p. 138-140° C.

후처리

  1. extractionthe mixture is extracted
  2. stirringwith shaking
  3. dry with materialthe organic layer is dried with magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue is recrystallized from toluene and petroleum ether (50/70° C.)

출처 및 근거

ORD 기록
ord-a7a7bf1430f74ce68ea4d7fb3651938b
출처 데이터셋
uspto-grants-2000_09
특허 번호
US06124313

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