Hydrochloric Acid → 1-[2-(1-Adamantyl)ethyl]-3-[3-(4-pyridyl)propyl]hexahydro-2,4-pyrimidinedione hydrochloride

HRID 11467노트

반응식

HRID 11467 반응식
[ClH:1].[C:2]12([CH2:12][CH2:13][N:14]([CH2:27][CH2:28][C:29]([O:31]C(C)(C)C)=O)[C:15]([NH:17][CH2:18][CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=3)=[O:16])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.C(OCC)(=O)C>O1CCOCC1>[ClH:1].[C:2]12([CH2:12][CH2:13][N:14]3[CH2:27][CH2:28][C:29](=[O:31])[N:17]([CH2:18][CH2:19][CH2:20][C:21]4[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=4)[C:15]3=[O:16])[CH2:9][CH:8]3[CH2:7][CH:6]([CH2:5][CH:4]([CH2:10]3)[CH2:3]1)[CH2:11]2

참가 물질

5

반응물 3

HCID 313Hydrochloric Acid2회HCID 8857Ethyl AcetateHCID 21974212HCID 21974212, 화합물

생성물 1

HCID 219741151-[2-(1-Adamantyl)ethyl]-3-[3-(4-pyridyl)propyl]hexahydro-2,4-pyrimidinedione hydrochloride수율 79%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A 4 N solution of hydrogen chloride in 1,4-dioxane (2.5 ml) was added to 1-[2-(1-adamantyl)ethyl]-1-[2-(t-butoxycarbonyl)ethyl]-3-[3-(4-pyridyl)propyl]urea (Compound No. 1-69) (0.23 g, 0.49 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, a 1 N aqueous sodium hydroxide solution (20 ml) and ethyl acetate (30 ml) were added to the residue, and layers were separated. The ethyl acetate layer was washed with water (20 ml) and a saturated aqueous sodium chloride solution (20 ml) successively and dried over anhydrous magnesium sulfate. The ethyl acetate layer was concentrated under reduced pressure, and the resulting oily matter was dissolved in diethyl ether (20 ml). A 4 N solution of hydrogen chloride in ethyl acetate (0.50 ml, 2.00 mol) was added thereto under ice-cooling, the mixture was concentrated under reduced pressure, and the precipitated solid was filtered off with ethyl acetate to give 0.17 g (79%) of the titled compound.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additiona 1 N aqueous sodium hydroxide solution (20 ml) and ethyl acetate (30 ml) were added to the residue, and layers
  3. customwere separated
  4. washThe ethyl acetate layer was washed with water (20 ml)
  5. dry with materiala saturated aqueous sodium chloride solution (20 ml) successively and dried over anhydrous magnesium sulfate
  6. concentrationThe ethyl acetate layer was concentrated under reduced pressure
  7. dissolutionthe resulting oily matter was dissolved in diethyl ether (20 ml)
  8. temperatureunder ice-cooling
  9. concentrationthe mixture was concentrated under reduced pressure
  10. filtrationthe precipitated solid was filtered off with ethyl acetate

출처 및 근거

ORD 기록
ord-24fedf265b884140ae23bb719462767c
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07098226B2

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