반응 #167348

ord-7830bd6a3c3b4c5fb074ce4c27aa7c87

반응 방정식

Cc1ccncc1N1CCCNC1=O
1-(4-methyl-pyridin-3-yl)-tetrahydro-pyrimidin-2-one
Brc1ccc2ccccc2c1
2-bromo-naphthalene
N[C@@H]1CCCC[C@H]1N
trans-1,2-diamino cyclohexane
O=P([O-])([O-])[O-].[K+].[K+].[K+]
potassium phosphate
Cc1ccncc1N1CCCN(c2ccc3ccccc3c2)C1=O
product
수율 26.2%
Cc1ccncc1N1CCCN(c2ccc3ccccc3c2)C1=O
1-(4-Methyl-pyridin-3-yl)-3-naphthalen-2-yl-tetrahydro-pyrimidin-2-one
수율 26.2%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타to afford the crude product
  2. 2
    기타Purification by column chromatography on silica gel (1% MeOH in CHCl3)
  3. 3
    기타followed by recrystallization

실험 절차

Using the same reaction conditions as in Example 14, 1-(4-methyl-pyridin-3-yl)-tetrahydro-pyrimidin-2-one (I-130b: 150 mg, 0.785 mmol) was reacted with 2-bromo-naphthalene (195 mg, 0.942 mmol), 1,4-dioxane (20 mL), copper iodide (15 mg, 0.078 mmol), trans-1,2-diamino cyclohexane (0.03 mL, 0.235 mmol) and potassium phosphate (415 mg, 1.96 mmol) to afford the crude product. Purification by column chromatography on silica gel (1% MeOH in CHCl3), followed by recrystallization using DCM and hexane afforded 65 mg of the product (26.2% yield).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: USRE045173E1uspto-grants-2014_09