Acetic Acid → 5-Iodo-6-methylpyridin-3-amine

HRID 77732노트

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HRID 77732 반응식
[I:1][C:2]1[C:3]([CH3:11])=[N:4][CH:5]=[C:6]([N+:8]([O-])=O)[CH:7]=1.C(O)(=O)C>C(O)C.CCOC(C)=O.O.C([O-])([O-])=O.[Na+].[Na+].[Fe]>[I:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[N:4][C:3]=1[CH3:11]

참가 물질

8

반응물 2

HCID 176Acetic AcidHCID 591983253-Iodo-2-methyl-5-nitropyridine

생성물 1

HCID 591982915-Iodo-6-methylpyridin-3-amine

시약·촉매·용매 5

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매HCID 8857Ethyl Acetate용매HCID 10340Sodium Carbonate용매

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온도
85 °C

실험 절차

To a solution of 3-iodo-2-methyl-5-nitropyridine (125 mg, 0.4734 mmol) in ethanol (3 mL) was added acetic acid (0.50 mL, 8.8 mmol) and iron powder (140 mg, 2.6 mmol). The reaction was heated at 85° C. for 30 minutes and was diluted with EtOAc, water, and saturated Na2CO3. Then it was filtered and extracted with EtOAc and the organic extracts were washed with water, saturated NaCl, dried (MgSO4) and stripped in vacuo. 1H NMR (400 MHz, CDCl3): δ 7.96 (d, 1H), 7.44 (d, 1H), 3.57 (br s, 2H), 2.61 (s, 3H); MS (ES) (M+H)=235.

후처리

  1. filtrationThen it was filtered
  2. extractionextracted with EtOAc
  3. washthe organic extracts were washed with water, saturated NaCl
  4. dry with materialdried (MgSO4)

출처 및 근거

ORD 기록
ord-b5498f3055774869b614690be34b85eb
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08841318B2

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