Trifluoroacetic acid → 4-Aminonicotinic acid

HRID 1281924

Reaction equation

HRID 1281924 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-f28ae5e3b9764bcab2804e3869caafe6
Source dataset
uspto-grants-2002_09
Patent number
US06455534B2

Linked notes

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