Potassium Hydroxide → HCID 59408766, compound

HRID 1188101Notes

Reaction equation

HRID 1188101 reaction equation
[OH-].[K+].[Br:3][C:4]1[CH:22]=[CH:21][C:7]([C:8]([NH:10][C:11]2[CH:20]=[CH:19][C:14]([C:15]([O:17]C)=[O:16])=[CH:13][N:12]=2)=[O:9])=[CH:6][N:5]=1>CO.O>[Br:3][C:4]1[CH:22]=[CH:21][C:7]([C:8]([NH:10][C:11]2[CH:20]=[CH:19][C:14]([C:15]([OH:17])=[O:16])=[CH:13][N:12]=2)=[O:9])=[CH:6][N:5]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 59408785HCID 59408785, compound

Product 1

HCID 59408766HCID 59408766, compoundYield 37.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

KOH pellets (5 g) were added to a suspension of methyl 6-(6-bromonicotinamido) nicotinate 3 (5 g, 14.8 mmol) in methanol and water (150/50 ml). The reaction mixture was stirred for 4 hours. Then the solvent was evaporated and the pH was adjusted to below 2. The white solid was filtered off and washed with cold water and dried under vacuum to give 6-(6-bromonicotinamido)nicotinic acid 4 (1.8 g, 37%). Mp. 270-272° C.

Workup

  1. customThen the solvent was evaporated
  2. filtrationThe white solid was filtered off
  3. washwashed with cold water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-b319392492ed42be942014c289b6d805
Source dataset
uspto-grants-2014_03
Patent number
US08673940B2

Reaction notes

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