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

HRID 584709노트

반응식

HRID 584709 반응식
[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

참가 물질

5

반응물 2

HCID 65578Oxalyl chlorideHCID 22175084HCID 22175084, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 241Benzene용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-1fb08ea829054a1cbc3ec4e7a82dc2c3
출처 데이터셋
uspto-grants-2005_08
특허 번호
US06927225B2

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