Trifluoroacetic acid → 4-Aminonicotinic acid

HRID 2256110Notes

Reaction equation

HRID 2256110 reaction equation
C(OC([NH:8][C:9]1[C:14]([C:15]([OH:17])=[O:16])=[CH:13][N:12]=[CH:11][CH:10]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:8][C:9]1[C:14]([C:15]([OH:17])=[O:16])=[CH:13][N:12]=[CH:11][CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 221726234-{[(Tert-butoxy)carbonyl]amino}pyridine-3-carboxylic acid

Product 1

HCID 3199794-Aminonicotinic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 4-(N-t-butoxycarbonylamino) nicotinic acid (2.72 g, 11.4 mmol), TFA (10 mL), and CH2Cl2 (20 mL) is stirred at room temperature for 12 h. The volatiles are removed under reduced pressure, and the resulting crude 4-amino nicotinic acid is used directly in the next reaction.

Workup

  1. customThe volatiles are removed under reduced pressure
  2. customthe resulting crude 4-amino nicotinic acid is used directly in the next reaction

Sources & evidence

ORD record
ord-290d042e41644b2784c59bf630b58ee5
Source dataset
uspto-grants-1997_08
Patent number
US05654307

Reaction notes

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