Water → Nicotinic Acid

HRID 21494

반응식

HRID 21494 반응식
Br.Br[CH2:3][CH2:4][CH2:5][NH2:6].[C:7](=[O:10])([O-])[O-:8].[K+].[K+].O.[C:14](OCC)(=O)[CH3:15].C1CCCCC1>C(Cl)Cl>[N:6]1[CH:15]=[CH:14][CH:3]=[C:4]([C:7]([OH:8])=[O:10])[CH:5]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 787013-Bromopropylamine hydrobromideHCID 21867204Cyclohexane ethylacetate

생성물 1

HCID 938Nicotinic Acid

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 8.4 g (22.5 mmol) of acid chloride starting material used in Example 1 in 50 ml of methylene chloride were added 5.4 g of 3-bromopropylamine hydrobromide and 5.5 g of potassium carbonate. The mixture was stirred at room temperature for one hour and then 20 ml of water was added. Stirring was continued for 18 hours. After that the organic layer was separated, washed with brine and concentrated. The oily residue was triturated with cyclohexane to give a solid. A 2.3 g analytically pure sample was obtained by chromatography of 2.6 g of crude 3-pyridinecarboxylic acid, 5-[[(3-bromopropyl)amino]carbonyl]-6-(difluoromethyl)- 4-(2-methylpropyl)-2-(trifluoromethyl)-, methyl ester on silica gel columns with 20% ethyl acetate/cyclohexane as eluting solvent, m.p. 107°-110° C.

후처리

  1. stirringStirring
  2. waitwas continued for 18 hours
  3. customAfter that the organic layer was separated
  4. washwashed with brine
  5. concentrationconcentrated
  6. customThe oily residue was triturated with cyclohexane
  7. customto give a solid

출처 및 근거

ORD 기록
ord-0b96cee4fc42481e82af271b7d0630b4
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05424274

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