Rolziracetam → HCID 22712429, compound

HRID 352589Notes

Reaction equation

HRID 352589 reaction equation
[CH2:1]1[CH:8]2[N:4]([C:5](=[O:9])[CH2:6][CH2:7]2)[C:3](=[O:10])[CH2:2]1.[O:11]([C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH2:21]Cl)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[O:9]=[C:5]([CH2:21][C:20]1[CH:23]=[CH:24][CH:25]=[C:18]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:19]=1)[CH2:6][CH2:7][CH:8]1[NH:4][C:3](=[O:10])[CH2:2][CH2:1]1

Participants

3

Reactant 2

HCID 71893RolziracetamHCID 932913-Phenoxybenzyl chloride

Product 1

HCID 22712429HCID 22712429, compoundYield 61.1%

Procedure

Analogous to the procedure described for Example 1B, Step A, tetrahydro-pyrrolizine-3,5-dione (650 mg, 4.68 mmol) and 3-phenoxybenzyl chloride (1.20 g, 5.49 mmol) were reacted over 3.5 h to provide 5-[3-oxo-4-(3-phenoxy-phenyl)-butyl]-pyrrolidin-2-one (924 mg). 1H NMR (CDCl3) δ7.30 (m, 3H), 7.10 (m, 1H), 6.99 (m, 2H), 6.92-6.84 (m, 3H), 3.66 (s, 2H), 3.57 (m, 1H), 2.52 (t, 2H), 2.27 (m, 2H), 2.17 (m, 1H), 1.80-1.58 (m, 3H).

Workup

  1. customwere reacted over 3.5 h

Sources & evidence

ORD record
ord-77b2e66cd6224eb08d9374e205d92175
Source dataset
uspto-grants-2004_06
Patent number
US06747054B2

Reaction notes

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