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

HRID 381347Notes

Reaction equation

HRID 381347 reaction equation
C[O:2][C:3](=[O:28])[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]([NH:24][CH:25]([CH3:27])[CH3:26])=[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+]>[CH:25]([NH:24][C:23]1[C:18]([N:15]2[CH2:16][CH2:17][N:12]([C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:28])=[O:2])=[CH:5][N:6]=3)=[O:11])[CH2:13][CH2:14]2)=[N:19][CH:20]=[CH:21][CH:22]=1)([CH3:27])[CH3:26]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 109378486-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid methyl ester

Product 1

HCID 183628186-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acidYield 91%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

6-[1-[3-(Isopropylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid methyl ester (3 g) was dissolved in methanol (30 ml) and with the addition of aqueous 1N sodium hydroxide (16 ml), the mixture was hydrolyzed at 25°C. for 2 hours. 2N hydrochloric acid was slowly added to the mixture for neutralization (pH=˜5), followed by the slow addition of excess of water to precipitate. After 2-hours stirring, the precipitate was filtered, washed with water and dried to give a desired compound of 2.63 g (yield: 91%).

Workup

  1. customto precipitate
  2. filtrationthe precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-2e0713175a80438dae30a46de7f875eb
Source dataset
uspto-grants-2001_10
Patent number
US06306860B1

Reaction notes

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