Sodium Bicarbonate → 4-(6-Bromo-4-methyl-3-oxo-3,4-dihydro-pyrazin-2-ylamino)-benzaldehyde

HRID 551869

반응식

HRID 551869 반응식
[Br:1][C:2]1[N:3]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][OH:18])=[CH:13][CH:12]=2)[C:5](=[O:9])[N:6]([CH3:8])[CH:7]=1.CC1(C)N([O])C(C)(C)CCC1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[Br:1][C:2]1[N:3]=[C:4]([NH:10][C:11]2[CH:16]=[CH:15][C:14]([CH:17]=[O:18])=[CH:13][CH:12]=2)[C:5](=[O:9])[N:6]([CH3:8])[CH:7]=1

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 2724126TempoHCID 58728996HCID 58728996, 화합물

생성물 1

HCID 587289094-(6-Bromo-4-methyl-3-oxo-3,4-dihydro-pyrazin-2-ylamino)-benzaldehyde

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Compound (2) (3.1 g; 10 mmol) was dissolved in 150 mL CH2Cl2 at rt under N2. Solid 12 (5.1 g; 20 mmol) was added portion-wise to the stirring reaction, followed by catalytic 2,2,6,6-tetramethyl-1-piperdinyloxy, free radical (TEMPO; 0.23 g; 1.50 mmol). Saturated sodium bicarbonate solution was then added (20 mL) and the reaction allowed to stir overnight at rt under N2. The resulting light orange solid was filtered off and washed repeatedly with CH2Cl2 and diethyl ether until the extractions ran clear and colorless. After drying, 4-(6-bromo-4-methyl-3-oxo-3,4-dihydro-pyrazin-2-ylamino)-benzaldehyde (3) was obtained in nearly quantitative yields (3.1 g) and was carried directly on to the next reaction. MS 308.01 & 310.01 (M+H)

후처리

  1. customto the stirring reaction
  2. filtrationThe resulting light orange solid was filtered off
  3. washwashed repeatedly with CH2Cl2 and diethyl ether until the extractions
  4. customAfter drying

출처 및 근거

ORD 기록
ord-d7d45fec2b7b410bb267653d07ccdd85
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947835B2

연결된 노트

불러오는 중…