3-Aminopyridine → HCID 21101764, compound

HRID 1353378Notes

Reaction equation

HRID 1353378 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.Cl[C:9](OC1C=CC([N+]([O-])=O)=CC=1)=[O:10].C(N(C(C)C)CC)(C)C.[Cl:30][C:31]1[CH:40]=[C:39]2[C:34]([C:35]([N:41]3[CH2:46][CH2:45][NH:44][CH2:43][CH2:42]3)=[CH:36][CH:37]=[N:38]2)=[CH:33][CH:32]=1>C(Cl)Cl.CO>[Cl:30][C:31]1[CH:40]=[C:39]2[C:34]([C:35]([N:41]3[CH2:46][CH2:45][N:44]([C:9]([NH:1][C:2]4[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=4)=[O:10])[CH2:43][CH2:42]3)=[CH:36][CH:37]=[N:38]2)=[CH:33][CH:32]=1

Participants

6

Reactant 4

HCID 100093-AminopyridineHCID 81531DiisopropylethylamineHCID 821294-Nitrophenyl chloroformateHCID 7383897-Chloro-4-(piperazin-1-yl)quinoline

Product 1

HCID 21101764HCID 21101764, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

As described for example 78, 3-aminopyridine (114 mg, 1.21 mmol), 4-nitrophenyl chloroformate (244 mg, 1.21 mmol), diisopropyl(ethyl)amine (650 mg, 5.05 mmol), and 7-chloro-4-(piperazin-1-yl)quinoline (250 mg, 1.01 mmol) are reacted affording the title product after flash chromatography with CH2Cl2-MeOH.

Workup

  1. customare reacted

Sources & evidence

ORD record
ord-4acf2079477f4536ac344029a3c5617e
Source dataset
uspto-grants-2007_05
Patent number
US07220856B2

Reaction notes

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