Triethylamine → Methyl 5-amino-6-methylnicotinate

HRID 541420노트

반응식

HRID 541420 반응식
Cl[C:2]1[N:11]=[C:10]([CH3:12])[C:9]([N+:13]([O-])=O)=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C(N(CC)CC)C>CO.[Pd]>[NH2:13][C:9]1[C:10]([CH3:12])=[N:11][CH:2]=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 86672545Methyl 2-chloro-6-methyl-5-nitronicotinate

생성물 1

HCID 58662456Methyl 5-amino-6-methylnicotinate수율 38%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

A round-bottom flask, containing a solution of methyl 2-chloro-6-methyl-5-nitronicotinate (12.8 g, 55.5 mmol, 1.00 equiv) in methanol (120 mL) was purged with nitrogen. Triethylamine (15.0 g, 149 mmol, 2.68 equiv) and palladium on carbon (1.30 g) were added. After further purging the flask with nitrogen, the atmosphere was changed to hydrogen and the resulting solution was stirred for 2 days at room temperature under atmospheric pressure. After purging the system with nitrogen, the solids were removed by filtration and the filtrate was concentrated under reduced pressure. The residue was purified using silica gel column chromatography with ethyl acetate/petroleum ether (1:50-1:5) as eluent to furnish 3.50 g (38%) of the title compound as a yellow solid.

후처리

  1. customwas purged with nitrogen
  2. customAfter further purging the flask with nitrogen
  3. customAfter purging the system with nitrogen
  4. customthe solids were removed by filtration
  5. concentrationthe filtrate was concentrated under reduced pressure
  6. customThe residue was purified

출처 및 근거

ORD 기록
ord-a8e89d91545d49a08fe1597ddb02b6f6
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871790B2

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