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

HRID 261116

반응식

HRID 261116 반응식
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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-459857194b5f45f490c43a786cee16a1
출처 데이터셋
uspto-grants-1979_08
특허 번호
US04163745

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