Water → 2-(4-Methoxyphenyl)imidazo[1,2-a]pyridine

HRID 261116

反応式

HRID 261116 の反応式
C(=O)(O)[O-].[Na+].[NH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][N:8]=1.Br[CH2:14][C:15]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)=O.O>C(O)C>[CH3:24][O:23][C:20]1[CH:21]=[CH:22][C:17]([C:15]2[N:6]=[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][N:8]3[CH:14]=2)=[CH:18][CH:19]=1

参加物

6

反応物 4

HCID 962WaterHCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 104392-AminopyridineHCID 516892Sodium Bicarbonate

生成物 1

HCID 6949632-(4-Methoxyphenyl)imidazo[1,2-a]pyridine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 25.2 g. of sodium bicarbonate, 12.3 g. of 2-aminopyridine and 30 g. of a α-bromo-p-methoxyacetophenone in 100 ml. of water and 550 ml. of absolute ethanol is heated at reflux temperatures for 1.5 hrs. The reaction mixture is concentrated under reduced pressure to a yellow solid, which is partitioned between chloroform and water. The organic layer is separated, dried over sodium sulfate. Removal of the chloroform in vacuo leaves the crude intermediate as a yellow solid. Recrystallization from ethanol-water give 15.2 g. of the desired material, m.p. 131°-134° C.

後処理

  1. additionA mixture of 25.2 g
  2. temperatureat reflux temperatures for 1.5 hrs
  3. concentrationThe reaction mixture is concentrated under reduced pressure to a yellow solid, which
  4. customis partitioned between chloroform and water
  5. customThe organic layer is separated
  6. dry with materialdried over sodium sulfate
  7. customRemoval of the chloroform in vacuo

出典と根拠

ORDレコード
ord-459857194b5f45f490c43a786cee16a1
出典データセット
uspto-grants-1979_08
特許番号
US04163745

関連ノート

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