phenyl N-(1,3-thiazol-2-yl)carbamate → 4-{6-Cyano-4-[4-(3-thiazol-2-ylureido)phenoxy]quinolin-7-yloxymethyl}piperidine-1-carboxylic acid tert-butyl ester

HRID 853589Notes

Reaction equation

HRID 853589 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:25]=[C:24]3[C:19]([C:20]([O:26][C:27]4[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=4)=[CH:21][CH:22]=[N:23]3)=[CH:18][C:17]=2[C:34]#[N:35])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1([O:42][C:43](=O)[NH:44][C:45]2[S:46][CH:47]=[CH:48][N:49]=2)C=CC=CC=1>CS(C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:25]=[C:24]3[C:19]([C:20]([O:26][C:27]4[CH:32]=[CH:31][C:30]([NH:33][C:43]([NH:44][C:45]5[S:46][CH:47]=[CH:48][N:49]=5)=[O:42])=[CH:29][CH:28]=4)=[CH:21][CH:22]=[N:23]3)=[CH:18][C:17]=2[C:34]#[N:35])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 651148phenyl N-(1,3-thiazol-2-yl)carbamateHCID 672029244-(4-(4-Aminophenoxy)-6-cyanoquinolin-7-yloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 865914824-{6-Cyano-4-[4-(3-thiazol-2-ylureido)phenoxy]quinolin-7-yloxymethyl}piperidine-1-carboxylic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

4-(4-(4-Aminophenoxy)-6-cyanoquinolin-7-yloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (225 mg) was heated in dimethylsulfoxide together with thiazol-2-yl-carbamic acid phenyl ester at 80° C. in the same manner as Example 713 to obtain the title compound (240 mg) as a solid.

Sources & evidence

ORD record
ord-6000ac6453294255bf13d2c35c7c729d
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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