Ethyl 2-chloroacetoacetate → Ethyl 6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate

HRID 2401631노트

반응식

HRID 2401631 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][C:11]2[C:16]([F:17])=[CH:15][CH:14]=[CH:13][C:12]=2[F:18])[C:5]([NH2:8])=[N:6][CH:7]=1.Cl[CH:20]([C:26]([CH3:28])=O)[C:21]([O:23][CH2:24][CH3:25])=[O:22]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([O:9][CH2:10][C:11]2[C:12]([F:18])=[CH:13][CH:14]=[CH:15][C:16]=2[F:17])[C:5]2[N:6]([C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])=[C:26]([CH3:28])[N:8]=2)[CH:7]=1

참가 물질

4

반응물 2

HCID 11858Ethyl 2-chloroacetoacetateHCID 867178775-Chloro-3-[(2,6-difluorobenzyl)oxy]pyridine-2-amine

생성물 1

HCID 86717878Ethyl 6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

40 g of 5-chloro-3-[(2,6-difluorobenzyl)oxy]pyridine-2-amine (Example 14A; 147.8 mmol; 1 equivalent) were initially charged in 800 ml of ethanol, 30 g of powdered molecular sieve 3A and 128 g of ethyl 2-chloroacetoacetate (739 mmol, 5 equivalents) were added and the mixture was heated at reflux overnight. The reaction mixture was concentrated and the residue was taken up in ethyl acetate and filtered. The ethyl acetate phase was washed with water, dried, filtered and concentrated. This gave 44 g (78% of theory) of the title compound.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight
  3. concentrationThe reaction mixture was concentrated
  4. filtrationfiltered
  5. washThe ethyl acetate phase was washed with water
  6. customdried
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4c075378579e4a8f8d3766a30c6933c0
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796305B2

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