Nicotinic Acid → N-Nicotinoyltyrosine ethyl ester

HRID 1199565

반응식

HRID 1199565 반응식
[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]

참가 물질

5

반응물 3

HCID 938Nicotinic AcidHCID 10868DicyclohexylcarbodiimideHCID 2724939Tyrosine ethyl ester hydrochloride

생성물 1

HCID 53849020N-Nicotinoyltyrosine ethyl ester

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2bd1f584ec8147c08aead3d64ebae227
출처 데이터셋
uspto-grants-1990_02
특허 번호
US04900837

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