1-[3-[bis(phenylmethyl)amino]propyl]dihydro-2,4(1H,3H)-pyrimidinedione → HCID 69256685、化合物

HRID 1793335ノート

反応式

HRID 1793335 の反応式
C1(C[N:8](CC2C=CC=CC=2)[CH2:9][CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][C:15](=[O:18])[NH:14][C:13]2=[O:19])C=CC=CC=1.[H][H]>CO.[Pd]>[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][C:15](=[O:18])[NH:14][C:13]1=[O:19]

参加物

5

反応物 2

HCID 692571821-[3-[bis(phenylmethyl)amino]propyl]dihydro-2,4(1H,3H)-pyrimidinedioneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 69256685HCID 69256685、化合物収率 90%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of intermediate (53) (0.010 mol) in methanol (150 ml) was hydrogenated at 50° C. with palladium-on-carbon (10%, 1 g) as a catalyst. After uptake of hydrogen (2 equivalents), the catalyst was filtered off and the filtrate was evaporated. Toluene was added and azeotroped on the rotary evaporator. The residue was dried over the weekend under a gentle stream of nitrogen. Toluene was added and azeotroped on the rotary evaporator. The residue was stirred in DCM (50 ml). NaOCH3 (0.504 g) was added and the reaction mixture was stirred for one hour under nitrogen. More methanol (25 ml) was added and the mixture was stirred for 30 minutes. The precipitate was filtered off and the filtrate was evaporated in vacuo, yielding 1.54 g of 1-(3-aminopropyl)dihydro-2,4(1H,3H)-pyrimidinedione (intermediate 54).

後処理

  1. customthe filtrate was evaporated
  2. additionToluene was added
  3. customazeotroped on the rotary evaporator
  4. customThe residue was dried over the weekend under a gentle stream of nitrogen
  5. additionToluene was added
  6. customazeotroped on the rotary evaporator
  7. additionNaOCH3 (0.504 g) was added
  8. stirringthe reaction mixture was stirred for one hour under nitrogen
  9. additionMore methanol (25 ml) was added
  10. stirringthe mixture was stirred for 30 minutes
  11. filtrationThe precipitate was filtered off
  12. customthe filtrate was evaporated in vacuo

出典と根拠

ORDレコード
ord-c93706c944af46a08c77f879d28febb2
出典データセット
uspto-grants-2006_07
特許番号
US07081453B2

反応ノート

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