Pyridine → Ethyl 2-cyano-2-(2,6-difluorobenzamido)acetate

HRID 73602

반응식

HRID 73602 반응식
[NH2:1][CH:2]([C:8]#[N:9])[C:3]([O:5][CH2:6][CH3:7])=[O:4].N1C=CC=CC=1.[F:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[C:18]=1[C:19](Cl)=[O:20]>ClCCl.C(OCC)(=O)C>[C:8]([CH:2]([NH:1][C:19](=[O:20])[C:18]1[C:17]([F:16])=[CH:25][CH:24]=[CH:23][C:22]=1[F:26])[C:3]([O:5][CH2:6][CH3:7])=[O:4])#[N:9]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 874382,6-Difluorobenzoyl chlorideHCID 288716Ethyl 2-amino-2-cyanoacetate

생성물 1

HCID 59455767Ethyl 2-cyano-2-(2,6-difluorobenzamido)acetate수율 84%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of ethyl 2-amino-2-cyanoacetate (1 eq) in 6 mL of dichloromethane was added pyridine (1.5 eq) and 2,6-difluorobenzoyl chloride (1 eq) at 0° C. The reaction mixture was stirred at room temperature for 3 hours. The mixture was diluted with ethyl acetate, washed with brine, then dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The crude residue was purified by flash chromatography (EtOAc:hexanes=1:1) to give the titled compound (84%). LC/MS (m/z): 269.1 (MH+), Rt:0.69 min.

후처리

  1. washwashed with brine
  2. dry with materialdried over anhydrous MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe crude residue was purified by flash chromatography (EtOAc:hexanes=1:1)

출처 및 근거

ORD 기록
ord-72d5fc39bbfc49b5ba0f15c0aed6f4b3
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829193B2

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