Hydrochloric Acid → Ethyl 5-Hydroxy-3-iodo[1,7]naphthyridine-6-carboxylate

HRID 1581563Notes

Reaction equation

HRID 1581563 reaction equation
[CH2:1]([O:3][C:4](=[O:30])[CH2:5][N:6]([CH2:17][C:18]1[N:28]=[CH:27][C:26]([I:29])=[CH:25][C:19]=1[C:20](OCC)=[O:21])S(C1C=CC(C)=CC=1)(=O)=O)[CH3:2].[O-]CC.[Na+].O.Cl>C(O)C>[OH:21][C:20]1[C:5]([C:4]([O:3][CH2:1][CH3:2])=[O:30])=[N:6][CH:17]=[C:18]2[C:19]=1[CH:25]=[C:26]([I:29])[CH:27]=[N:28]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2723922Sodium ethoxideHCID 22722035Ethyl 2-(((2-Ethoxy-2-oxoethyl)((4-methylphenyl)sulfonyl)amino)methyl)-5-iodonicotinate

Product 1

HCID 135744203Ethyl 5-Hydroxy-3-iodo[1,7]naphthyridine-6-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-(((2-ethoxy-2-oxoethyl)((4-methylphenyl)sulfonyl)amino)methyl)-5-iodonicotinate (Preparation 11, 8.20 g) and sodium ethoxide (2.6 g) in anhydrous ethanol (60 mL) is stirred for 5 h. The mixture is then poured into water and neutralized with 3 N aqueous hydrochloric acid. The resulting precipitate is filtered and dried.

Workup

  1. filtrationThe resulting precipitate is filtered
  2. customdried

Sources & evidence

ORD record
ord-cd4629dc26f94ddcac88b9258bcb55f3
Source dataset
uspto-grants-2004_05
Patent number
US06730682B2

Reaction notes

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