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

HRID 19620

反応式

HRID 19620 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 14798Sodium Hydroxide溶媒

反応条件

温度
85 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-ef5a0690710f4457bbda238862f33705
出典データセット
uspto-grants-2010_06
特許番号
US07745451B2

関連ノート

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