Triethylamine → HCID 69034089, compound

HRID 2100295Notes

Reaction equation

HRID 2100295 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-de074fe403964bd19ab318b604ac5d83
Source dataset
uspto-grants-2009_08
Patent number
US07572791B2

Reaction notes

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