Trifluoroacetic acid → 6-(Piperazin-1-yl)pyridine-3-carboxamide

HRID 421713Notes

Reaction equation

HRID 421713 reaction equation
Cl[C:2]1[CH:27]=[CH:26][C:5]([C:6]([NH:8]C2C=CC(Cl)=C(NC(=O)C3C=CC=C(Cl)C=3)C=2)=[O:7])=[CH:4][N:3]=1.C([N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1)(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>>[N:35]1([C:2]2[CH:27]=[CH:26][C:5]([C:6]([NH2:8])=[O:7])=[CH:4][N:3]=2)[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 143452tert-Butyl piperazine-1-carboxylateHCID 167312706-chloro-N-(4-chloro-3-(3-chlorobenzamido)phenyl)nicotinamide

Product 1

HCID 220289886-(Piperazin-1-yl)pyridine-3-carboxamide

Procedure

6-chloro-N-(4-chloro-3-(3-chlorobenzamido)phenyl)nicotinamide (0.16 mmol) was used in general procedure 3 with Boc-piperazine (0.868 mmol). The product was deprotected by treatment with TFA and purified by RP-HPLC to give N-(4-chloro-3-(3-chlorobenzamido)phenyl))-6-(piperazin-1-yl)nicotinamide. MS (Q1) 470.1 (M)+

Workup

  1. custompurified by RP-HPLC

Sources & evidence

ORD record
ord-51e990a788344679856f79ed6856ade6
Source dataset
uspto-grants-2012_01
Patent number
US08101610B2

Reaction notes

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