6-Aminonicotinic acid → (6-Aminopyridin-3-yl)(4-methylpiperazin-1-yl)methanone

HRID 43064

Reaction equation

HRID 43064 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:6]([N:15]2[CH2:16][CH2:17][N:12]([CH3:11])[CH2:13][CH2:14]2)=[O:8])=[CH:9][CH:10]=1

Participants

3

Reactant 2

HCID 184966-Aminonicotinic acidHCID 531671-Methylpiperazine

Product 1

HCID 57781845(6-Aminopyridin-3-yl)(4-methylpiperazin-1-yl)methanone

Conditions

Temperature
0 °C

Procedure

The title compound was prepared in analogy to the procedure described in Step 14.1 but using 6-amino-nicotinic acid and 1-methylpiperazine. The reaction mixture was stirred overnight at 0° C. DCM was used for dilution and extraction instead of EtOAc. The dried organic phase was concentrated to afford an impure sample of the title compound which was used without further purification.

Workup

  1. customThe title compound was prepared in analogy to the procedure
  2. extractionDCM was used for dilution and extraction instead of EtOAc
  3. concentrationThe dried organic phase was concentrated

Sources & evidence

ORD record
ord-65aef1e3c6b14e0c923194c276e06732
Source dataset
uspto-grants-2013_09
Patent number
US08536175B2

Linked notes

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