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Methyl 6-methoxy-5-nitronicotinate → Methyl 5-amino-6-methoxypyridine-3-carboxylate

HRID 1994334
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HRID 1994334 반응식
[CH3:1][O:2][C:3]1[C:12]([N+:13]([O-])=O)=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][N:4]=1.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:13][C:12]1[C:3]([O:2][CH3:1])=[N:4][CH:5]=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 2746880Methyl 6-methoxy-5-nitronicotinateHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 22145836Methyl 5-amino-6-methoxypyridine-3-carboxylate수율 92.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A solution of methyl 6-methoxy-5-nitronicotinate (5.4 g) in ethyl acetate (120 mL) is hydrogenated using 5% palladium on carbon (1 g) as catalyst. When hydrogen uptake ceased the mixture is filtered through a pad of diatomaceous earth and the filtrate evaporated. The residue is triturated with n-pentane and methyl t-butyl ether to give methyl 5-amino-6-methoxynicotinoate (4.3 g) as a light-brown solid, m.p. 108-9° C. [Elemental analysis: —C, 52.99; H, 5.49; N, 15.25%. calculated: —C, 52.74; H, 5.53; N, 15.38%.]

후처리

  1. filtrationis filtered through a pad of diatomaceous earth
  2. customthe filtrate evaporated
  3. customThe residue is triturated with n-pentane and methyl t-butyl ether

출처 및 근거

ORD 기록
ord-c349f04fa2c744e3a6607af21a9c0caf
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07652144B2

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