3-Aminopyridine → HCID 22466553, compound

HRID 1935111Notes

Reaction equation

HRID 1935111 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:16]#[N:17].Cl.N1C=CC=CC=1.[NH2:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1>C(OCCO)C>[CH3:13][O:12][C:9]1[CH:10]=[C:11]2[C:6](=[CH:7][C:8]=1[O:14][CH3:15])[N:5]=[CH:4][C:3]([C:16]#[N:17])=[C:2]2[NH:25][C:26]1[CH:27]=[N:28][CH:29]=[CH:30][CH:31]=1

Participants

5

Reactant 3

HCID 100093-AminopyridineHCID 10176127Pyridinium chlorideHCID 105866764-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile

Product 1

HCID 22466553HCID 22466553, compoundYield 19.8%

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

Using an analogous procedure to that described in Example 286, 248.7 mg (1 mmol) of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile in 15 mL of 2-ethoxyethanol and in the presence of 115.6 mg (1 mmol) of pyridine hydrochloride was reacted with 112.9 mg (1.2 mmol) of 3-amino-pyridine to give 60.6 mg (19.8%) of the product as an orange solid, m.p. 231-233° C., mass (electrospray, m/e): M+H 306.8.

Sources & evidence

ORD record
ord-4593e599d8d94d549ea34139d938752b
Source dataset
uspto-grants-2002_05
Patent number
US06384051B1

Reaction notes

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