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

HRID 1793335노트

반응식

HRID 1793335 반응식
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]

참가 물질

5

반응물 2

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

생성물 1

HCID 69256685HCID 69256685, 화합물수율 90%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-c93706c944af46a08c77f879d28febb2
출처 데이터셋
uspto-grants-2006_07
특허 번호
US07081453B2

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