Piperidin-4-ol → HCID 86695569, compound

HRID 1425774Notes

Reaction equation

HRID 1425774 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:28])[CH2:10][N:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][N:20]=3)=[CH:13][C:12]2=[O:27])=[C:5]([CH3:29])[CH:4]=1.[OH:30][CH:31]1[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]1>C(Cl)Cl>[OH:30][CH:31]1[CH2:36][CH2:35][N:34]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([C:9](=[O:28])[CH2:10][N:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]4[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][N:20]=4)=[CH:13][C:12]3=[O:27])=[C:5]([CH3:29])[CH:4]=2)[CH2:33][CH2:32]1

Participants

4

Reactant 2

HCID 79341Piperidin-4-olHCID 86695563HCID 86695563, compound

Product 1

HCID 86695569HCID 86695569, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 1-[2-(4-bromomethyl-2-methyl-phenyl)-2-oxo-ethyl]-4-(5-methoxy-pyridin-2-ylmethoxy)-1H-pyridin-2-one (preparation 11d, 129 mg, 0.28 mmol) in CH2Cl2 (2 mL) is added 4-hydroxypiperidine (85 mg, 0.84 mmol). The reaction mixture is stirred overnight at room temperature. The mixture is purified via reverse phase HPLC chromatography (Waters Xbridge C18 5 μm, gradient 50%→95% methanol in water+0.1% NH4OH, 120 mL/min).

Workup

  1. customThe mixture is purified via reverse phase HPLC chromatography (Waters Xbridge C18 5 μm, gradient 50%→95% methanol in water+0.1% NH4OH, 120 mL/min)

Sources & evidence

ORD record
ord-895dd8eca41b430c883dacd499015103
Source dataset
uspto-grants-2015_01
Patent number
US08933079B2

Reaction notes

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