HCID 22768172, compound → Quizartinib

HRID 926014Notes

Reaction equation

HRID 926014 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:28]=[CH:27][C:13]3[N:14]4[CH:19]=[C:18]([C:20]5[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=5)[N:17]=[C:15]4[S:16][C:12]=3[CH:11]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:29]([C:33]1[O:37][N:36]=[C:35]([NH:38][C:39](=O)[O-:40])[CH:34]=1)([CH3:32])([CH3:31])[CH3:30]>>[C:29]([C:33]1[O:37][N:36]=[C:35]([NH:38][C:39]([NH:26][C:23]2[CH:22]=[CH:21][C:20]([C:18]3[N:17]=[C:15]4[N:14]([CH:19]=3)[C:13]3[CH:27]=[CH:28][C:10]([O:9][CH2:8][CH2:7][N:1]5[CH2:2][CH2:3][O:4][CH2:5][CH2:6]5)=[CH:11][C:12]=3[S:16]4)=[CH:25][CH:24]=2)=[O:40])[CH:34]=1)([CH3:32])([CH3:30])[CH3:31]

Participants

3

Reactant 2

HCID 22768172HCID 22768172, compoundHCID 445986692-(4-Aminophenyl)-7-(2-morpholin-4-yl-ethoxy)imidazo[2,1-b]-[1,3]benzothiazole

Product 1

HCID 24889392Quizartinib

Procedure

reacting 7-(2-morpholin-4-yl-ethoxy)-2-(4-aminophenyl)imidazo[2,1-b]benzothiazole (VIII) with a 5-tert-butylisoxazol-3-ylcarbamate derivative (X) to yield N-(5-tert-butyl-isoxazol-3-yl)-N′-{4-[7-(2-morpholin-4-yl-ethoxy)imidazo[2,1-b][1,3]benzo-thiazol-2-yl]phenyl}urea (I); and

Sources & evidence

ORD record
ord-f2d7054312ce4baeb8149cdd74c00267
Source dataset
uspto-grants-2016_03
Patent number
US09284332B2

Reaction notes

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