Rolziracetam → HCID 22712429, compound

HRID 458978Notes

Reaction equation

HRID 458978 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-df9288447cef45d28f61a65ac74ba469
Source dataset
uspto-grants-2007_03
Patent number
US07192979B2

Reaction notes

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