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Hydrochloric Acid → HCID 23130694, compound

HRID 2079955
Notes
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Reaction equation

HRID 2079955 reaction equation
C[O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][F:12])=[N:6][C:5]=1[NH2:13].Cl>[OH-].[Na+].CO>[NH2:13][C:5]1[N:6]=[C:7]([CH2:10][CH2:11][F:12])[CH:8]=[CH:9][C:4]=1[C:3]([OH:14])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58387952HCID 58387952, compound

Product 1

HCID 23130694HCID 23130694, compoundYield 89.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

2-Amino-6-(2-fluoro-ethyl)-nicotinic acid methyl ester (77 mg, 0.387 mmol) was dissolved in an aqueous solution of 2N sodium hydroxide (5 mL) and methanol (5 mL), and the solution was stirred for 20 minutes at room temperature. This mixture solution was neutralized with 5N hydrochloric acid, then, extracted with ethyl acetate. The organic layer was separated, the solvent was evaporated in vacuo, and the title compound (64 mg, 0.348 mmol, 90%/65% purity) was obtained as a white solid.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was separated
  3. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-cdf97bfd60014ad0b4214e5255b52188
Source dataset
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07932272B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes