4-Methoxybenzylamine → HCID 54046710, compound

HRID 1459451Notes

Reaction equation

HRID 1459451 reaction equation
Cl[C:2]1[N:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[CH3:12][O:13][C:14]1[CH:21]=[CH:20][C:17]([CH2:18][NH2:19])=[CH:16][CH:15]=1>O>[Cl:11][C:8]1[CH:9]=[N:10][C:2]([NH:19][CH2:18][C:17]2[CH:20]=[CH:21][C:14]([O:13][CH3:12])=[CH:15][CH:16]=2)=[C:3]([CH:7]=1)[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 754524-MethoxybenzylamineHCID 27360852,5-Dichloropyridine-3-carboxylic acid

Product 1

HCID 54046710HCID 54046710, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of 2,5-dichloronicotinic acid (30.0 g) and 4-methoxybenzylamine (41.0 ml) was heated at 150° C. under nitrogen for 2 hours. The mixture was cooled to ambient temperature, dissolved in boiling water, acidified to pH 6 and filtered. The collected solid was dried, boiled up with IMS, then filtered to give 5-chloro-2-(4-methoxybenzylamino)nicotinic acid, m.p. 204°-206° C.

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. dissolutiondissolved
  3. filtrationfiltered
  4. customThe collected solid was dried
  5. filtrationfiltered

Sources & evidence

ORD record
ord-c7f1f194e7ea4dc9abd197a90deb56e0
Source dataset
uspto-grants-1998_12
Patent number
US05854257

Reaction notes

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