Nicotinic Acid → N-Nicotinoyltyrosine ethyl ester

HRID 1494171ノート

反応式

HRID 1494171 の反応式
[C:1]([OH:9])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1.C1(N=C=NC2CCCCC2)CCCCC1.Cl.[CH2:26]([O:28][C:29](=[O:40])[C@H:30]([CH2:32][C:33]1[CH:38]=[CH:37][C:36]([OH:39])=[CH:35][CH:34]=1)[NH2:31])[CH3:27]>N1C=CC=CC=1>[CH2:26]([O:28][C:29](=[O:40])[C@H:30]([CH2:32][C:33]1[CH:34]=[CH:35][C:36]([OH:39])=[CH:37][CH:38]=1)[NH:31][C:1](=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[N:4][CH:3]=1)[CH3:27]

参加物

5

反応物 3

HCID 938Nicotinic AcidHCID 10868DicyclohexylcarbodiimideHCID 2724939Tyrosine ethyl ester hydrochloride

生成物 1

HCID 53849020N-Nicotinoyltyrosine ethyl ester

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

Nicotinic acid (12.3 g, 0.1 mol) was dissolved in dry pyridine (300 mL). The solution was cooled and dicyclohexylcarbodiimide (20.6 g, 0.1 mol) was added. After dissolution, tyrosine ethyl ester hydrochloride (24.6 g, 0.1 mol) was added and the solution was stirred overnight. The precipitated dicyclohexylurea (DCU) was removed by filtration. Additional DCU was removed by triturating the oil with hot water. The product was purified with acetone. Calculated for C17H18N2O4.1/2H2O: C,63.16; H,5.88; N,8.66. Found: C,63.10; H,5.96; N,8.59. The product can also be named N-[1-ethoxycarbonyl-2-(4'-hydroxyphenyl)ethyl]nicotinamide.

後処理

  1. temperatureThe solution was cooled
  2. additionwas added
  3. customThe precipitated dicyclohexylurea (DCU) was removed by filtration
  4. customAdditional DCU was removed
  5. customby triturating the oil with hot water
  6. customThe product was purified with acetone

出典と根拠

ORDレコード
ord-1b139b21a14c44dcb2bcfb9ba7853572
出典データセット
uspto-grants-1991_06
特許番号
US05024998

反応ノート

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