Triethylamine → HCID 69034089, compound

HRID 489138Notes

Reaction equation

HRID 489138 reaction equation
[OH:1][C:2]1[CH:18]=[CH:17][N:5]2[C:6](=[O:16])[CH:7]=[C:8]([N:10]3[CH2:15][CH2:14][O:13][CH2:12][CH2:11]3)[N:9]=[C:4]2[CH:3]=1.[C:19]1(B(O)O)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C>ClCCl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[N:10]1([C:8]2[N:9]=[C:4]3[CH:3]=[C:2]([O:1][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH:18]=[CH:17][N:5]3[C:6](=[O:16])[CH:7]=2)[CH2:11][CH2:12][O:13][CH2:14][CH2:15]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 66827Phenylboronic AcidHCID 178516343HCID 178516343, compound

Product 1

HCID 69034089HCID 69034089, compoundYield 9.9%

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6344DichloromethaneSolvent

Procedure

8-Hydroxy-2-morpholinyl-4H-pyrido[1,2-a]pyrimidin-4-one (0.2 g, 0.81 mmol), phenylboronic acid (0.29 g, 2.4 mmol), and copper acetate (0.20 g, 1.6 mmol) were suspended in dichloromethane and treated with triethylamine (0.23 ml, 1.6 mmol) and the mixture was stirred at RT for 4 days. The product was adsorbed onto silica and eluted through a silica column with ethyl acetate to yield a pale tan solid (0.026 g).

Workup

  1. washeluted through a silica column with ethyl acetate

Sources & evidence

ORD record
ord-c989c3e274af4627abce8c2773a6795b
Source dataset
uspto-grants-2005_12
Patent number
US06977255B2

Reaction notes

Loading…