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

HRID 551869

反応式

HRID 551869 の反応式
[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

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 2724126TempoHCID 587289965-Bromo-3-(4-hydroxymethyl-phenylamino)-1-methyl-1H-pyrazin-2-one

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-d7d45fec2b7b410bb267653d07ccdd85
出典データセット
uspto-grants-2011_05
特許番号
US07947835B2

関連ノート

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