Sodium Bicarbonate → 6-bromo-N4-phenylpyridine-3,4-diamine

HRID 1986366노트

반응식

HRID 1986366 반응식
[Br:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]([N+:15]([O-])=O)=[CH:4][N:3]=1.C([O-])(O)=O.[Na+]>C(O)(=O)C.[Fe]>[Br:1][C:2]1[N:3]=[CH:4][C:5]([NH2:15])=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=1

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 860451242-Bromo-5-nitro-N-phenyl-4-pyridineamine

생성물 1

HCID 860451276-bromo-N4-phenylpyridine-3,4-diamine수율 95%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

반응 조건

온도
75 °C

실험 절차

The product from Step 3 (7.42 g, 25.2 mmol) in acetic acid (80 mL) was treated with iron powder (5.65 g, 100.95 mmol) portionwise over 1 h while the temperature was maintained between 70-80° C. The hot reaction mixture was quickly filtered through a pad of celite and washed with methanol. The combined filtrates concentrated to give a dark red residue was treated with NaHCO3 and extracted with ethyl acetate. The organic layers were washed brine, dried over Na2SO4 and concentrated to afford the title compound (6.1 g, 95%). MS (ES+) m/e 264/266 [M+H]+.

후처리

  1. filtrationThe hot reaction mixture was quickly filtered through a pad of celite
  2. washwashed with methanol
  3. concentrationThe combined filtrates concentrated
  4. customto give a dark red residue
  5. extractionextracted with ethyl acetate
  6. washThe organic layers were washed brine
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-edeb92b462514c8d92159e45c40552d2
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547779B2

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