4-Aminopyridine → HCID 52949450, compound

HRID 1375394Notes

Reaction equation

HRID 1375394 reaction equation
Cl[C:2]1[N:7]=[C:6]([NH:8][CH:9]2[CH2:13][CH2:12][CH2:11][CH2:10]2)[C:5]([N+:14]([O-:16])=[O:15])=[CH:4][N:3]=1.[NH2:17][C:18]1[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=1>CS(C)=O.O.N>[CH:9]1([NH:8][C:6]2[C:5]([N+:14]([O-:16])=[O:15])=[CH:4][N:3]=[C:2]([NH:17][C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[N:7]=2)[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

6

Reactant 2

HCID 17274-AminopyridineHCID 71472532-chloro-N-cyclopentyl-5-nitropyrimidin-4-amine

Product 1

HCID 52949450HCID 52949450, compoundYield 45.5%

Reagents, catalysts & solvents 3

HCID 222AmmoniaSolventHCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

A mixture of 0.64 g (3 mmol) of 2-chloro-4-(cyclopentylamino)-5-nitropyrimidine and 0.62 g (6.6 mmol) of 4-aminopyridine in 5 mL of DMSO is stirred at room temperature for 15 minutes. The solution is diluted with water and basified with aqueous ammonia to give 0.41 g (44%) of the title compound: mp (EtOH) 219–221° C.

Sources & evidence

ORD record
ord-e0b021c9769a4da88b4818a21c5f5afd
Source dataset
uspto-grants-2007_01
Patent number
US07169778B2

Reaction notes

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