2-Chloro-5-nitropyridin-4-amine → 1-(4-Fluorophenyl)-4-[4-(4,5-diamino-pyridin-2-yl)-1-piperazinyl]-1-butanone

HRID 1285135Notes

Reaction equation

HRID 1285135 reaction equation
NC1C([N+]([O-])=O)=CN=C(Cl)C=1.[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:39])[CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:34]=[C:33]([NH2:35])[C:32]([N+:36]([O-])=O)=[CH:31][N:30]=3)[CH2:25][CH2:24]2)=[CH:15][CH:14]=1>C(OCC)(=O)C>[F:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:39])[CH2:20][CH2:21][CH2:22][N:23]2[CH2:28][CH2:27][N:26]([C:29]3[CH:34]=[C:33]([NH2:35])[C:32]([NH2:36])=[CH:31][N:30]=3)[CH2:25][CH2:24]2)=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 109100582-Chloro-5-nitropyridin-4-amineHCID 202119831-(4-Fluorophenyl)-4-[4-(4-amino-5-nitro-pyridin-2-yl)-1-piperazinyl]-1-butanone

Product 1

HCID 202119861-(4-Fluorophenyl)-4-[4-(4,5-diamino-pyridin-2-yl)-1-piperazinyl]-1-butanone

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The starting material may be prepared as described in Example 1 starting from 4-amino-2-chloro-5-nitro-pyridine via 1-(4-fluorophenyl)-4-[4-(4-amino-5-nitro-pyridin-2-yl)-1-piperazinyl]-1-butanone to give 1-(4-fluorophenyl)-4-[4-(4,5-diamino-pyridin-2-yl)-1-piperazinyl]-1-butanone, m.p. 166°-169° (from ethyl acetate).

Workup

  1. customThe starting material may be prepared

Sources & evidence

ORD record
ord-028ce95a888a4cb8b9988bf483b9ae06
Source dataset
uspto-grants-1986_01
Patent number
US04565816

Reaction notes

Loading…