Hydrochloric Acid → 1-(2,4-Dimethoxybenzyl)-7-(2-(s)-hydroxymethyl-azetidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

HRID 1867936Notes

Reaction equation

HRID 1867936 reaction equation
[CH3:1][O:2][C:3]1[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:4]=1[CH2:5][N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([N:16]3[CH2:19][CH2:18][C@H:17]3[CH2:20][OH:21])[N:14]=2)[C:9](=[O:22])[C:8]([C:23]([O:25]CC)=[O:24])=[CH:7]1.[OH-].[Li+].Cl.O>C(O)C>[CH3:1][O:2][C:3]1[CH:31]=[C:30]([O:32][CH3:33])[CH:29]=[CH:28][C:4]=1[CH2:5][N:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([N:16]3[CH2:19][CH2:18][C@H:17]3[CH2:20][OH:21])[N:14]=2)[C:9](=[O:22])[C:8]([C:23]([OH:25])=[O:24])=[CH:7]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 69026965Ethyl 1-(2,4-dimethoxybenzyl)-7-(2-(s)-hydroxymethyl-azetidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylate

Product 1

HCID 690292421-(2,4-Dimethoxybenzyl)-7-(2-(s)-hydroxymethyl-azetidin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of EXAMPLE 4A (1 g) and 0.1M lithium hydroxide (40 mL) in ethanol (50 mL) was stirred for 24 hours, adjusted to pH 4 with 1M hydrochloric acid, treated with water, and filtered.

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-a2d1a0d019754d41bec55462fac26c4b
Source dataset
uspto-grants-2009_12
Patent number
US07632946B2

Reaction notes

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