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

HRID 1955002ノート

反応式

HRID 1955002 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
10 °C

実験手順

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.

後処理

  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.)

出典と根拠

ORDレコード
ord-a7a7bf1430f74ce68ea4d7fb3651938b
出典データセット
uspto-grants-2000_09
特許番号
US06124313

反応ノート

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