Sodium hydride → 6-(2-Methylpyridin-3-yloxy)pyridazine-3-carboxylic acid ethyl ester

HRID 840550

반응식

HRID 840550 반응식
[H-].[Na+].[OH:3][C:4]1[C:5]([CH3:10])=[N:6][CH:7]=[CH:8][CH:9]=1.[CH2:11]([O:13][C:14]([C:16]1[N:17]=[N:18][C:19](Cl)=[CH:20][CH:21]=1)=[O:15])[CH3:12]>CN(C=O)C>[CH2:11]([O:13][C:14]([C:16]1[N:17]=[N:18][C:19]([O:3][C:4]2[C:5]([CH3:10])=[N:6][CH:7]=[CH:8][CH:9]=2)=[CH:20][CH:21]=1)=[O:15])[CH3:12]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 707192-Methylpyridin-3-olHCID 10352425Ethyl 6-chloropyridazine-3-carboxylate

생성물 1

HCID 544471436-(2-Methylpyridin-3-yloxy)pyridazine-3-carboxylic acid ethyl ester수율 78%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

Sodium hydride (0.21 g of an 80% dispersion in oil, 7.0 mmol) was added to a solution of 3-hydroxy-2-methylpyridine (0.88 g, 8.0 mmol) in DMF (15 ml). After 1.5 h at r.t. a solution of 6-chloropyridazine-3-carboxylic acid ethyl ester (Chem. Pharm. Bull. 1994, 42(2), 371) (1.0 g, 5.4 mmol) in DMF (10 ml) was added and the mixture was stirred for a further 1.5 h. The DMF was removed in vacuo and the residue partitioned between dil. aq. NaOH (50 ml) and CH2Cl2 (100 ml). After drying (Na2SO4) the organics were evaporated to give the title compound as an off-white solid (1.09 g, 78%).

후처리

  1. customThe DMF was removed in vacuo
  2. customthe residue partitioned between dil. aq. NaOH (50 ml) and CH2Cl2 (100 ml)
  3. dry with materialAfter drying (Na2SO4) the
  4. customorganics were evaporated

출처 및 근거

ORD 기록
ord-694340372c0f4998a5679fd0a7b14521
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06369060B1

연결된 노트

불러오는 중…