6-Amino-4-(3-chloro-4-fluoro-phenylamino)-7-methoxy-quinoline-3-carbonitrile → 4-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

HRID 379168Notes

Reaction equation

HRID 379168 reaction equation
[Br:1][CH2:2]/[CH:3]=[CH:4]/[C:5](Cl)=[O:6].[NH2:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[O:19][CH3:20])[N:15]=[CH:14][C:13]([C:21]#[N:22])=[C:12]2[NH:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[C:26]([Cl:31])[CH:25]=1>>[Cl:31][C:26]1[CH:25]=[C:24]([NH:23][C:12]2[C:11]3[C:16](=[CH:17][C:18]([O:19][CH3:20])=[C:9]([NH:8][C:5](=[O:6])[CH:4]=[CH:3][CH2:2][Br:1])[CH:10]=3)[N:15]=[CH:14][C:13]=2[C:21]#[N:22])[CH:29]=[CH:28][C:27]=1[F:30]

Participants

3

Reactant 2

HCID 111424366-Amino-4-(3-chloro-4-fluoro-phenylamino)-7-methoxy-quinoline-3-carbonitrileHCID 11263885(E)-4-Bromo-2-butenoyl Chloride

Product 1

HCID 542420754-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

Procedure

By using the method of Example 15, 4-bromo crotonyl chloride and 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-methoxy-quinoline-3-carbonitrile was converted to the title compound which was obtained as a solid that could be purified with boiling methanol.

Sources & evidence

ORD record
ord-181b74c1bc33466abdb973e3ebd1dfda
Source dataset
uspto-grants-2001_10
Patent number
US06297258B1

Reaction notes

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