Pyridinium chloride → HCID 178488736, compound

HRID 1595795Notes

Reaction equation

HRID 1595795 reaction equation
Cl[C:2]1[C:11]2[C:6](=[C:7]([O:12][CH3:13])[CH:8]=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:14]#[N:15].[NH2:16][C:17]1[CH:25]=[CH:24][C:20]2[NH:21][N:22]=[N:23][C:19]=2[CH:18]=1.Cl.N1C=CC=CC=1>C(OCCO)C>[N:21]1[C:20]2[CH:24]=[CH:25][C:17]([NH:16][C:2]3[C:11]4[C:6](=[C:7]([O:12][CH3:13])[CH:8]=[CH:9][CH:10]=4)[N:5]=[CH:4][C:3]=3[C:14]#[N:15])=[CH:18][C:19]=2[NH:23][N:22]=1

Participants

5

Reactant 3

HCID 10176127Pyridinium chlorideHCID 224666994-Chloro-8-methoxyquinoline-3-carbonitrileHCID 178507366HCID 178507366, compound

Product 1

HCID 178488736HCID 178488736, compound

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Conditions

Temperature
100 °C

Procedure

Using an analogous procedure to that described in Example 141, 218.6 mg (1 mmol) of 4-chloro-8-methoxy-3-quinolinecarbonitrile, 161.0 mg (1.2 mmol) of 5-aminobenzotriazole and 115.6 mg (1 mmol) of pyridine hydrochloride in 10 mL of 2-ethoxyethanol was heated at 100° C. for 1 hr. The work up gave 213.5 mg (67.6%) 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 316.1079.

Sources & evidence

ORD record
ord-93436f6373a84e77b24b755ca15ef527
Source dataset
uspto-grants-2001_09
Patent number
US06288082B1

Reaction notes

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