Pyridinium chloride → HCID 68460165, compound

HRID 269758Notes

Reaction equation

HRID 269758 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[C:13]#[N:14].[Cl:15][C:16]1[CH:17]=[C:18]([NH2:29])[CH:19]=[CH:20][C:21]=1[S:22][C:23]1[N:24]([CH3:28])[CH:25]=[CH:26][N:27]=1.Cl.N1C=CC=CC=1>C(OCCO)C>[Cl:15][C:16]1[CH:17]=[C:18]([NH:29][C:2]2[C:11]3[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=3)[N:5]=[CH:4][C:3]=2[C:13]#[N:14])[CH:19]=[CH:20][C:21]=1[S:22][C:23]1[N:24]([CH3:28])[CH:25]=[CH:26][N:27]=1

Participants

5

Reactant 3

HCID 10176127Pyridinium chlorideHCID 114590883-chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamineHCID 234980814-Chloro-7-fluoroquinoline-3-carbonitrile

Product 1

HCID 68460165HCID 68460165, compound

Reagents, catalysts & solvents 1

HCID 8076Glycol monoethyl etherSolvent

Procedure

Following the procedure of Example 1, a mixture of 1.2 g (5.81 mmol) 4-chloro-7-fluoro-3-quinolinecarbonitrile, 1.53 g (6.39 mmol) of 3-chloro-4-(1-methyl-1H-imidazole-2-ylsulfanyl)phenylamine and 0.671 g (5.81 mmol) of pyridine hydrochloride are refluxed in 2-ethoxyethanol (12 mL) at 120° C. for 45 minutes to yield 4-({3-chloro-4-[(1-methyl-1H-imidazole-2-yl)thio]phenyl}amino)-7-fluoroquinoline-3-carbonitrile as an off-white solid, mp 268-272° C.

Sources & evidence

ORD record
ord-808eec6e3d3141038c2d60a269b62030
Source dataset
uspto-grants-2008_11
Patent number
US07449460B2

Reaction notes

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