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

HRID 840550

反応式

HRID 840550 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-694340372c0f4998a5679fd0a7b14521
出典データセット
uspto-grants-2002_04
特許番号
US06369060B1

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