Bromine → 2-(4-Amino-5-bromo-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester

HRID 1634238노트

반응식

HRID 1634238 반응식
[CH2:1]([O:3][C:4](=[O:21])[C:5]([C:10]1[CH:15]=[CH:14][C:13]([NH2:16])=[C:12]([NH:17][CH3:18])[C:11]=1[C:19]#[N:20])([CH3:9])[C:6](=[O:8])[CH3:7])[CH3:2].[Br:22]Br>C(Cl)(Cl)Cl.C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:21])[C:5]([C:10]1[CH:15]=[C:14]([Br:22])[C:13]([NH2:16])=[C:12]([NH:17][CH3:18])[C:11]=1[C:19]#[N:20])([CH3:9])[C:6](=[O:8])[CH3:7])[CH3:2]

참가 물질

5

반응물 2

HCID 24408Bromine2회HCID 110661612-(4-Amino-2-cyano-3-methylamino-phenyl)-2-methyl-3-oxo-butyric acid ethyl ester

생성물 1

HCID 118247542-(4-Amino-5-bromo-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester수율 53%

시약·촉매·용매 2

HCID 6212Chloroform용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2-(4-amino-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester from Example 4 (9.02 g, 31.2 mmol) in CHCl3 (90 mL) was added bromine (4.98 g, 31.2 mmol) dropwise at ambient temperature. After the addition of bromine, the reaction mixture was diluted with ethyl acetate (800 mL). This solution was washed successively with sat. NaHCO3 solution and brine and dried. The residue after evaporation was purified by flash chromatography in hexanes/EtOAc 2:1 to yield 2-(4-amino-5-bromo-2-cyano-3-methylaminophenyl)-2-methyl-3-oxobutyric acid ethyl ester as an oil (6.06 g, 53%).

후처리

  1. washThis solution was washed successively with sat. NaHCO3 solution and brine
  2. customdried
  3. customThe residue after evaporation
  4. customwas purified by flash chromatography in hexanes/EtOAc 2:1

출처 및 근거

ORD 기록
ord-4d35ad7a8ebd43c88942ec12917ad2ee
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06506769B2

반응 노트

불러오는 중…