NoName_3663 → HCID 178486801, compound

HRID 1595798Notes

Reaction equation

HRID 1595798 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].[CH3:18][C:19]1[NH:20][C:21]2[CH:27]=[C:26]([NH2:28])[CH:25]=[CH:24][C:22]=2[N:23]=1.Cl.N1C=CC=CC=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:28][C:26]1[CH:25]=[CH:24][C:22]2[NH:23][C:19]([CH3:18])=[N:20][C:21]=2[CH:27]=1

Participants

5

Reactant 3

HCID 315500NoName_3663HCID 10176127Pyridinium chlorideHCID 105866764-Chloro-6,7-dimethoxy-quinoline-3-carbonitrile

Product 1

HCID 178486801HCID 178486801, compound

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

Using an analogous procedure to that described in Example 150, 248.7 mg (1 mmol) of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile, 294.4 mg (2.0 mmol) of 2-methyl-5-aminobenzimidazol and 115.6 mg (1 mmol) of pyridine hydrochloride in 10 mL of 2-ethoxyethanol was refluxed for 4 hr. The work up gave 220.2 mg (61.3%) of the product as a sand color solid, m.p. 207° C. (dce.), mass (electrospray, m/e): M+H 359.9. HRCIMS: calcd 359.138 for C20H17N5O2 (M+), obsd 359.1403.

Workup

  1. temperaturewas refluxed for 4 hr

Sources & evidence

ORD record
ord-87d345ff79ff45a1b1ed600039f8d25a
Source dataset
uspto-grants-2001_09
Patent number
US06288082B1

Reaction notes

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