Pyrrolidine → 6-Benzyloxy-3-[2-oxo-2-(4-pyrrolidin-1-ylmethyl-phenyl)-ethyl]-3H-pyrimidin-4-one

HRID 564201Notes

Reaction equation

HRID 564201 reaction equation
[CH2:1]([O:8][C:9]1[N:14]=[CH:13][N:12]([CH2:15][C:16]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24]Br)=[CH:20][CH:19]=2)=[O:17])[C:11](=[O:26])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1>CN(C=O)C>[CH2:1]([O:8][C:9]1[N:14]=[CH:13][N:12]([CH2:15][C:16](=[O:17])[C:18]2[CH:23]=[CH:22][C:21]([CH2:24][N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[CH:20][CH:19]=2)[C:11](=[O:26])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 580427116-Benzyloxy-3-[2-(4-bromomethyl-phenyl)-2-oxo-ethyl]-3H-pyrimidin-4-one

Product 1

HCID 580427856-Benzyloxy-3-[2-oxo-2-(4-pyrrolidin-1-ylmethyl-phenyl)-ethyl]-3H-pyrimidin-4-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 52 mg (0.13 mmol) 6-benzyloxy-3-[2-(4-bromomethyl-phenyl)-2-oxo-ethyl]-3H-pyrimidin-4-one (preparation 20b) in 2.00 mL of DMF is added 42 μL (0.50 mmol) pyrrolidine. The reaction mixture is stirred 30 min at RT and is directly purified by HPLC (Waters Xbridge; water (0.1% formic acid)/acetonitrile (0.1% formic acid) 95:5 to 0:100).

Workup

  1. customis directly purified by HPLC (Waters Xbridge; water (0.1% formic acid)/acetonitrile (0.1% formic acid) 95:5 to 0:100)

Sources & evidence

ORD record
ord-7ed935ba06f84b10a78d198352458686
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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