Piperidin-3-ylmethanol → 4-(3-Hydroxymethyl-piperidin-1-yl)-but-2-enoic Acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide Hydrochloride
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[N:8]=[CH:7][C:6]([C:14]#[N:15])=[C:5]2[NH:16][C:17]1[CH:22]=[CH:21][C:20]([F:23])=[C:19]([Cl:24])[CH:18]=1.[OH:25][CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][NH:29][CH2:28]1>>[ClH:24].[Cl:24][C:19]1[CH:18]=[C:17]([NH:16][C:5]2[C:4]3[C:9](=[CH:10][C:11]([O:12][CH3:13])=[C:2]([NH:1][C:11](=[O:12])[CH:2]=[CH:3][CH2:4][N:29]4[CH2:30][CH2:31][CH2:32][CH:27]([CH2:26][OH:25])[CH2:28]4)[CH:3]=3)[N:8]=[CH:7][C:6]=2[C:14]#[N:15])[CH:22]=[CH:21][C:20]=1[F:23]Participants
3
Reactant 2
Product 1
Procedure
By using the method of Example 89, 1.1 g (3.2 mmol) of 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-methoxy-quinoline-3-carbonitrile and 2.2 g (19.2 mmol) of 3-hydroxymethyl-piperidine were converted to 0.76 g the title compound, obtained as a yellow powder: mass spectrum (electrospray, m/e): M+H 524.0, (M+2H)+2262.3.
Sources & evidence
- ORD record
- ord-29e95783df624d0f9eb2c343f288b2dc
- Source dataset
- uspto-grants-2001_10
- Patent number
- US06297258B1
Reaction notes
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