2,6-Lutidine → N-(cyanomethyl)-2-hydroxy-4-methoxy-N-methylbenzamide

HRID 639931

반응식

HRID 639931 반응식
[OH:1][C:2]1[CH:10]=[C:9]([O:11][CH3:12])[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH3:13][NH:14][CH2:15][C:16]#[N:17].N1C(C)=CC=CC=1C>C(Cl)Cl>[C:16]([CH2:15][N:14]([CH3:13])[C:4](=[O:5])[C:3]1[CH:7]=[CH:8][C:9]([O:11][CH3:12])=[CH:10][C:2]=1[OH:1])#[N:17]

참가 물질

5

반응물 3

HCID 79372,6-LutidineHCID 36652Acetonitrile, 2-(methylamino)-HCID 231185592-Hydroxy-4-methoxybenzoyl chloride

생성물 1

HCID 55207279N-(cyanomethyl)-2-hydroxy-4-methoxy-N-methylbenzamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-hydroxy-4-methoxybenzoyl chloride (22.19 g, 118.9 mmol) in 500 CH2Cl2 were added (methylamino)acetonitrile (10 g, 142.7 mmol) and 2,6-lutidine (19.1 g, 178.4 mmol). The reaction was stirred at rt overnight. The reaction mixture was then partitioned between EtOAc and 1(N) aq HCl. Organic layer washed with 1(N) aq HCl (2×), dried over Na2SO4 and concentrated to light yellow viscous material (24.63 g, 94%). This material was used in the next step without further purification.

후처리

  1. customThe reaction mixture was then partitioned between EtOAc and 1(N) aq HCl
  2. washOrganic layer washed with 1(N) aq HCl (2×)
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated to light yellow viscous material (24.63 g, 94%)
  5. customThis material was used in the next step without further purification

출처 및 근거

ORD 기록
ord-337927e2294b41c7ba3c1c1f19860c77
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691879B2

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