Hydrochloric Acid → 2-Amino-6-(2-cyanoethyl)-nicotinic Acid

HRID 2079951Notes

Reaction equation

HRID 2079951 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:17])[C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH2:13][C:14]#[N:15])=[N:8][C:7]=1[NH2:16].Cl>CO>[NH2:16][C:7]1[N:8]=[C:9]([CH2:12][CH2:13][C:14]#[N:15])[CH:10]=[CH:11][C:6]=1[C:5]([OH:17])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 583879902-Amino-6-(2-cyanoethyl)-nicotinic acid methyl ester

Product 1

HCID 231303622-Amino-6-(2-cyanoethyl)-nicotinic AcidYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solvent mixture of 2N-sodium hydroxide aqueous solution (5 mL) and methanol (5 mL) was added 2-amino-6-(2-cyanoethyl)-nicotinic acid methyl ester (90 mg, 0.439 mmol), and the solution was stirred for 18 hours at room temperature. This mixed solution was neutralized with 5N-hydrochloric acid, then, extracted with ethyl acetate. This organic layer was dried over anhydrous magnesium sulfate, then, the solvent was evaporated in vacuo, and the title compound (68 mg, 0.355 mmol, 81%) was obtained as a yellowish brown solid.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThis organic layer was dried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-f7c01d8bc5624e4db515dffa190e9139
Source dataset
uspto-grants-2011_04
Patent number
US07932272B2

Reaction notes

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