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

HRID 2075902ノート

反応式

HRID 2075902 の反応式
[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

参加物

5

反応物 3

HCID 313Hydrochloric Acid2 回HCID 8857Ethyl AcetateHCID 21974212HCID 21974212、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-90bc4e796bee4f6682cb751a1370b519
出典データセット
uspto-grants-2011_04
特許番号
US07923461B2

反応ノート

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