Water → Nicotinic Acid

HRID 21494

反応式

HRID 21494 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 938Nicotinic Acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0b96cee4fc42481e82af271b7d0630b4
出典データセット
uspto-grants-1995_06
特許番号
US05424274

関連ノート

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