Hydrochloric Acid → 1-(2,4-Dimethoxy-benzyl)-7-(2-(r)-hydroxymethyl-pyrrolidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

HRID 1867933Notes

Reaction equation

HRID 1867933 reaction equation
[CH3:1][O:2][C:3]1[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[CH:29][C:4]=1[CH2:5][N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([N:16]3[CH2:20][CH2:19][CH2:18][C@@H:17]3[CH2:21][OH:22])[N:14]=2)[C:9](=[O:23])[C:8]([C:24]([O:26]CC)=[O:25])=[CH:7]1.[OH-].[Li+].Cl.O>C(O)C>[CH3:1][O:2][C:3]1[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[CH:29][C:4]=1[CH2:5][N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([N:16]3[CH2:20][CH2:19][CH2:18][C@@H:17]3[CH2:21][OH:22])[N:14]=2)[C:9](=[O:23])[C:8]([C:24]([OH:26])=[O:25])=[CH:7]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 69028368Ethyl 1-(2,4-dimethoxybenzyl)-7-(2-(r)-hydroxymethyl-pyrrolidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylate

Product 1

HCID 690309951-(2,4-Dimethoxy-benzyl)-7-(2-(r)-hydroxymethyl-pyrrolidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of EXAMPLE 2A (2 g) and 0.1M lithium hydroxide (80 mL) in ethanol (100 mL) at 25° C. was stirred for 24 hours, adjusted to pH 3 with 1M hydrochloric acid, treated with water, and filtered.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-5cb93c83e6e445a892b3bd3a2c37b76a
Source dataset
uspto-grants-2009_12
Patent number
US07632946B2

Reaction notes

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