Dichloromethane → 5-Bromo-1-isopropyl-6-methyl-4-oxo-1,4-dihydropyridine-3-carboxylic acid

HRID 524329노트

반응식

HRID 524329 반응식
[CH:1]([N:4]1[C:9]([CH3:10])=[CH:8][C:7](=[O:11])[C:6]([C:12]([OH:14])=[O:13])=[CH:5]1)([CH3:3])[CH3:2].[Br:15]Br.ClCCl>C(O)(=O)C.O>[Br:15][C:8]1[C:7](=[O:11])[C:6]([C:12]([OH:14])=[O:13])=[CH:5][N:4]([CH:1]([CH3:3])[CH3:2])[C:9]=1[CH3:10]

참가 물질

6

반응물 3

HCID 6344DichloromethaneHCID 24408Bromine2회HCID 835312711-Isopropyl-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid

생성물 1

HCID 867115775-Bromo-1-isopropyl-6-methyl-4-oxo-1,4-dihydropyridine-3-carboxylic acid

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

To a solution of 1-isopropyl-6-methyl-4-oxo-1,4-dihydro-pyridine-3-carboxylic acid (preparation 3b, 1.50 g, 6.92 mmol based on 90% purity) in glacial acetic acid (10 ml) is added at room temperature bromine (0.60 mL, 11.7 mmol). After stirring for 3 d at room temperature, additional bromine (1.00 mL, 19.5 mmol) is added to the reaction mixture and stirring is continued for 2 h at room temperature. The reaction mixture is diluted with water. Upon addition of dichloromethane a precipitate forms which is filtered off and dried. Yield: 2.55 g; ESI mass spectrum: [M+H]+=274 (bromine isotope pattern); Retention time HPLC: 0.76 min (Z002_002).

후처리

  1. stirringstirring
  2. waitis continued for 2 h at room temperature
  3. filtrationis filtered off
  4. customdried
  5. custom0.76 min (Z002_002)

출처 및 근거

ORD 기록
ord-09bc940ddb4f4e05927ea5fa0e2937f5
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09340507B2

반응 노트

불러오는 중…