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Potassium Carbonate → 2-(Methylamino)pyridine-3-carboxylic acid

HRID 2194510
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HRID 2194510 반응식
Cl[C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[CH3:12][NH2:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[Cu]Br>[CH3:12][NH:13][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]
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참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 762582-Chloronicotinic acidHCID 6364545Methylamine hydrochloride

생성물 1

HCID 47385172-(Methylamino)pyridine-3-carboxylic acid

시약·촉매·용매 2

HCID 24593copper(I) bromide촉매HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

30.0 g (0.19 mol) of 2-chloronicotinic acid was dissolved in N,N-dimethylformamide (400 mL), and 31.0 g (0.38 mol) of methylamine hydrochloride, 105 g (0.76 mol) of potassium carbonate, and 2.73 g (19.0 mmol) of copper(I) bromide were added to the solution. The mixture was stirred for 20 hours at 100° C. After the mixture was cooled to room temperature, insoluble materials were filtered off, and the filtrate was concentrated. A 10% aqueous solution of sodium hydroxide was added to the residue thus obtained, and the mixture was washed with diethyl ether. Concentrated hydrochloric acid was added to the aqueous phase to adjust the aqueous phase to pH 6 to 7, and a solid obtained by concentrating the aqueous phase was dried. Thus, crude 2-(methylamino)nicotinic acid was obtained.

후처리

  1. temperatureAfter the mixture was cooled to room temperature
  2. filtrationinsoluble materials were filtered off
  3. concentrationthe filtrate was concentrated
  4. additionA 10% aqueous solution of sodium hydroxide was added to the residue
  5. customthus obtained
  6. washthe mixture was washed with diethyl ether
  7. additionConcentrated hydrochloric acid was added to the aqueous phase
  8. customa solid obtained
  9. concentrationby concentrating the aqueous phase
  10. customwas dried

출처 및 근거

ORD 기록
ord-5714487ead934a9597eadc4be20e92de
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08334236B2

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