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Hydrochloric Acid → HCID 59645229, compound

HRID 2252811
Notes
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Reaction equation

HRID 2252811 reaction equation
[OH-].[Na+].[OH:3][C:4]1[C:5]([C:20]([O:22]C)=[O:21])=[N:6][C:7]([N:14]([CH3:19])[S:15]([CH3:18])(=[O:17])=[O:16])=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[CH:9]2.Cl>C1COCC1.CO>[OH:3][C:4]1[C:5]([C:20]([OH:22])=[O:21])=[N:6][C:7]([N:14]([CH3:19])[S:15]([CH3:18])(=[O:17])=[O:16])=[C:8]2[C:13]=1[N:12]=[CH:11][CH:10]=[CH:9]2
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59645218HCID 59645218, compound

Product 1

HCID 59645229HCID 59645229, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

Sodium hydroxide (2.31 mL, 2.31 mmol, 1N solution) was added to a suspension of methyl 8-hydroxy-5-[methyl(methylsulfonyl)amino]-1,6-naphthyridine-7-carboxylate (240 mg, 0.77 mmol) in a 1:1 solution of THF/methanol (5 mL) and the resulting mixture was heated overnight at 50° C. In the morning, the homogeneous solution was acidified to a pH=4 using 1N HCl solution. The reaction was cooled and the solids that had precipitated out of solution were collected by vacuum filtration to give the desired product as an off-white solid.

Workup

  1. temperatureThe reaction was cooled
  2. customthe solids that had precipitated out of solution
  3. filtrationwere collected by vacuum filtration

Sources & evidence

ORD record
ord-924380f284144fcb8c104dce2a909c41
Source dataset
uspto-grants-2008_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07323460B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes