Potassium Carbonate → HCID 86695564, compound

HRID 1425764Notes

Reaction equation

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

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of 4-benzyloxy-1-[2-(4-bromomethyl-2-methyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-one (preparation 1d, 100 mg, 0.24 mmol) in DMF (2 mL) is added 3-hydroxy-3-methylpyrrolidine (28 mg, 0.28 mmol) and K2CO3 (65 mg, 0.47 mmol). The reaction mixture is stirred overnight at 50° C. The mixture is purified via reverse phase HPLC chromatography (Phenomenex Gemini-C18 10 μm, gradient 5% 90% acetonitrile in water+0.3% NH4OH, 120 mL/min).

Workup

customThe mixture is purified via reverse phase HPLC chromatography (Phenomenex Gemini-C18 10 μm, gradient 5% 90% acetonitrile in water+0.3% NH4OH, 120 mL/min)

Sources & evidence

ORD record: ord-06231571bf6848789be07c6d01a50650
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08933079B2

Reaction notes

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