Hydrochloric Acid → 6-[1-(3-Amino-2-pyridyl)piperazin-4-yl-carbonyl]nicotinic acid

HRID 381349Notes

Reaction equation

HRID 381349 reaction equation
C[O:2][C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([NH2:24])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[N:6][CH:5]=1.Cl.O>CO.[OH-].[Na+]>[NH2:24][C:23]1[C:18]([N:15]2[CH2:14][CH2:13][N:12]([C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:25])=[O:2])=[CH:5][N:6]=3)=[O:11])[CH2:17][CH2:16]2)=[N:19][CH:20]=[CH:21][CH:22]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 206964266-[1-(3-Amino-2-pyridyl)piperazin-4-yl-carbonyl]nicotinic acid methyl ester

Product 1

HCID 183627906-[1-(3-Amino-2-pyridyl)piperazin-4-yl-carbonyl]nicotinic acidYield 88%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
25 °C

Procedure

6-[1-(3-Amino-2-pyridyl)piperazin-4-yl-carbonyl]nicotinic acid methyl ester (3 g) was dissolved in methanol (25 ml) and with the addition of aqueous 1N-sodium hydroxide (20 ml), the mixture was stirred at 25° C. for 2 hours. With the slow addition of 3N-hydrochloric acid for neuturalization (pH=˜5), water (25 ml) was slowly added to the mixture for precipitate. After a 1-hour stirring, the precipitate was filtered, washed with water and dried to give a desired compound of 2.53 g (yield: 88%).

Workup

  1. additionwas slowly added to the mixture for precipitate
  2. stirringAfter a 1-hour stirring
  3. filtrationthe precipitate was filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-b0319f2e0d7f4b6aace3e76abca14e2e
Source dataset
uspto-grants-2001_10
Patent number
US06306860B1

Reaction notes

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