Hydrochloric Acid → 2-Hydroxypyrimidine-4,6-dicarboxylic acid

HRID 1469670Notes

Reaction equation

HRID 1469670 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[N:8]=[C:7](Cl)[N:6]=1)=[O:4].[OH-:15].[Na+].Cl>C1COCC1>[OH:15][C:7]1[N:6]=[C:5]([C:3]([OH:2])=[O:4])[CH:10]=[C:9]([C:11]([OH:13])=[O:12])[N:8]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 594607482-Chloro-pyrimidine-4,6-dicarboxylic acid monomethyl ester

Product 1

HCID 1785245132-Hydroxypyrimidine-4,6-dicarboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Next, to a stirred solution of 2-chloro-pyrimidine-4,6-dicarboxylic acid monomethyl ester (120 mg, 0.55 mmol) in THF (3 mL) is added 1N NaOH (1.10 mL) and the mixture is stirred at room temperature for 18 hours. The solution is carefully acidified with 1N HCl and the solvent is removed under reduced pressure to give 2-hydroxypyrimidine-4,6-dicarboxylic acid. This is used as is in subsequent reactions.

Workup

  1. customthe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-ebd4ea477adc46ed86ff7b87c57056ed
Source dataset
uspto-grants-2015_04
Patent number
US09006249B2

Reaction notes

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