Pyridinium chloride → HCID 178487886, compound

HRID 1595790Notes

Reaction equation

HRID 1595790 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=2)[N:5]=[CH:4][C:3]=1[C:14]#[N:15].Cl.N1C=CC=CC=1.[NH2:23][C:24]1[CH:32]=[CH:31][C:27]2[NH:28][N:29]=[N:30][C:26]=2[CH:25]=1>C(OCCO)C>[N:28]1[C:27]2[CH:31]=[CH:32][C:24]([NH:23][C:2]3[C:11]4[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[CH:10]=4)[N:5]=[CH:4][C:3]=3[C:14]#[N:15])=[CH:25][C:26]=2[NH:30][N:29]=1

Participants

5

Reactant 3

HCID 10176127Pyridinium chlorideHCID 224667634-Chloro-6-methoxy-quinoline-3-carbonitrileHCID 178507366HCID 178507366, compound

Product 1

HCID 178487886HCID 178487886, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

Using an analogous procedure to that described in Example 141, 218.6 mg (1 mmol) of 4-chloro-6-methoxy-3-quinolinecarbonitrile in 10 mL of 2-ethoxyethanol and in the presence of 115.6 mg (1 mmol) of pyridine hydrochloride was reacted with 161.0 mg (1.2 mmol) of 5-aminobenzotriazole to give 302.9 mg (95.8%) of the product as a yellow solid, m.p.>250° C., mass (electrospray, m/e): M+H 316.9. HRCIMS calcd: 316.107 for C17H12N6O(M+), obsd 316.1081

Sources & evidence

ORD record
ord-139ad665b6e144ceb3b984dbe1edd74f
Source dataset
uspto-grants-2001_09
Patent number
US06288082B1

Reaction notes

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