Acetic Acid → 6-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one

HRID 19620

반응식

HRID 19620 반응식
Cl.[CH2:2]([N:9]1[CH2:14][CH2:13][C:12](=O)[CH:11]([C:16]([O:18]CC)=O)[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(O)(=O)C.[CH:25]([NH2:27])=[NH:26].C[O-].[Na+].C(O)(=O)C>CO.[OH-].[Na+]>[CH2:2]([N:9]1[CH2:14][CH2:13][C:12]2[N:26]=[CH:25][NH:27][C:16](=[O:18])[C:11]=2[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 102623Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochlorideHCID 160693Formamidine acetateHCID 10942334Sodium Methoxide

생성물 1

HCID 1355929356-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4(3H)-one

시약·촉매·용매 2

HCID 887Methanol용매2회HCID 14798Sodium Hydroxide용매

반응 조건

온도
85 °C

실험 절차

A mixture of ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride (50.0 g, 0.168 mol), formamidine acetate (16.2 g, 0.201 mol), 4.37 M of sodium methoxide in methanol (190 mL) and methanol (200 mL, 5 mol) was heated to 85° C. for 16 hour in a 350 ml sealed reaction vessel. The mixture was allowed to cool and reduced in vacuo. The residue was dissolved in 1N NaOH (150 ml) and poured over ice. Glacial acetic acid was added to the mixture until the pH of the mixture was 7 and a tan solid precipitated out. the solid was filtered, washed with water and cold ether, and dried on high vacuum to yield the title compound as a tan solid. (26.2 g, 61.4%).

후처리

  1. customsealed
  2. customreaction vessel
  3. temperatureto cool
  4. additionpoured over ice
  5. customa tan solid precipitated out
  6. filtrationthe solid was filtered
  7. washwashed with water and cold ether
  8. customdried on high vacuum

출처 및 근거

ORD 기록
ord-ef5a0690710f4457bbda238862f33705
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745451B2

연결된 노트

불러오는 중…