Hydrochloric Acid → 6-(Methylamino)pyridine-3-carboxylic acid

HRID 1838252Notes

Reaction equation

HRID 1838252 reaction equation
[N:1]1C=CC=C[CH:2]=1.Cl[C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]=1.CN.Cl>O>[CH3:2][NH:1][C:8]1[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][N:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 6329MethylamineHCID 792226-Chloronicotinic acid

Product 1

HCID 222714156-(Methylamino)pyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 20 ml pyridine solution of 10 g of 6-chloronicotinic acid and 27 ml of 40% methylamine aqueous solution was heated at 150° C. for 24 hours in a sealed tube. After spontaneous cooling to room temperature, this was mixed with water and adjusted to pH 3 with 1 N aqueous hydrochloric acid. The precipitated crystals were collected by filtration to obtain 5.82 g of the title compound as grayish white crystals.

Workup

  1. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-f62f888c96734137889954b0f2443e6b
Source dataset
uspto-grants-2004_01
Patent number
US06673799B1

Reaction notes

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