Hydrochloric Acid → HCID 12096228, compound

HRID 398384Notes

Reaction equation

HRID 398384 reaction equation
[OH:1][C:2]([CH3:30])([CH3:29])[CH2:3][N:4]1[CH2:8][C@H:7]([C:9]2[CH:14]=[C:13]([CH3:15])[N:12]([CH2:16][C:17]([O:19]CC)=[O:18])[C:11](=[O:22])[CH:10]=2)[C@H:6]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:5]1.[OH-].[Na+].Cl>>[OH:1][C:2]([CH3:30])([CH3:29])[CH2:3][N:4]1[CH2:8][C@H:7]([C:9]2[CH:14]=[C:13]([CH3:15])[N:12]([CH2:16][C:17]([OH:19])=[O:18])[C:11](=[O:22])[CH:10]=2)[C@H:6]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:5]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70023962HCID 70023962, compound

Product 1

HCID 12096228HCID 12096228, compound

Procedure

A solution of 4-(1-(2-hydroxy-2-methylpropyl)-cis-3-phenylpyrrolidin-4-yl)-6-methyl-1-ethoxycarbonylmethyl-2-pyridinone from step 7 above (0.10 g, 0.23 mmol) and aqueous NaOH (0.11 mL of a 4.0N solution, 0.46 mmol) was stirred at ambient temperature for 18 h. Aqueous HCl was added (0.076 mL of a 6.0 N solution, 0.46 mmol) and the solvents were removed in vacuo to give the title compound as an amorphous solid mixed with NaCl (HPLC RT=3.94 min, method A).

Workup

  1. customwere removed in vacuo

Sources & evidence

ORD record
ord-8c735b937a72437d9e85f1c81521d229
Source dataset
uspto-grants-2003_08
Patent number
US06610692B1

Reaction notes

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