Oxalyl chloride → 6-bromo-3-benzyloxy-4-methoxypyridine-2-carbonyl Chloride

HRID 584709ノート

反応式

HRID 584709 の反応式
[Br:1][C:2]1[N:7]=[C:6]([C:8](O)=[O:9])[C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:4]([O:19][CH3:20])[CH:3]=1.C(Cl)(=O)C([Cl:24])=O>C1C=CC=CC=1.CN(C=O)C>[Br:1][C:2]1[N:7]=[C:6]([C:8]([Cl:24])=[O:9])[C:5]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:4]([O:19][CH3:20])[CH:3]=1

参加物

5

反応物 2

HCID 65578Oxalyl chlorideHCID 22175084HCID 22175084、化合物

生成物 1

HCID 221750736-bromo-3-benzyloxy-4-methoxypyridine-2-carbonyl Chloride

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 241Benzene溶媒

実験手順

To a stirred mixture of 16 (2.54 g., 7.5 mmol) in benzene (30 mL) containing DMF (3 drops) was added oxalyl chloride (1.90 g, 15 mmol) in one portion. After gas evolution had ceased (about 45 min.), the now homogeneous solution was stirred an additional 15 min., then the solvent was evaporated. 1,2-dichloroethane (30 mL) was added and again the solvent was evaporated to give a quantitative yield of 3 as a nearly colorless oil. This material was dissolved in CH2Cl2 (10 mL) or THF (10 mL) and used directly in subsequent coupling reactions. 6-Bromo-3-hydroxypicolinic Acid (17).

後処理

  1. custom(about 45 min.)
  2. customthe solvent was evaporated
  3. addition1,2-dichloroethane (30 mL) was added
  4. customagain the solvent was evaporated

出典と根拠

ORDレコード
ord-1fb08ea829054a1cbc3ec4e7a82dc2c3
出典データセット
uspto-grants-2005_08
特許番号
US06927225B2

反応ノート

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