4-amino-N-(3-((5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide synthesis

7synthesis methods

Product Name:4-amino-N-(3-((5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide
CAS Number:1604811-59-7
Molecular formula:C31H23ClN6O3S
Molecular Weight:595.07

882562-40-5 Synthesis

1-(benzenesulfonyl)-3-(2,5-dichloropyriMidin-4-yl)-1H-indole

882562-40-5
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$42.00/100mg

Carbamic acid, N-[4-[[(3-aminophenyl)amino]carbonyl]phenyl]-, 1,1-dimethylethyl ester

1604811-57-5
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4-amino-N-(3-((5-chloro-4-(1-(phenylsulfonyl)-1H-indol-3-yl)pyrimidin-2-yl)amino)phenyl)benzamide

1604811-59-7
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Yield:1604811-59-7 35%

Reaction Conditions:

in 1-methyl-pyrrolidin-2-one at 175; for 0.5 h;

Steps:

1.2 4-amino-N-(3-(5-chloro-4-(1-(phenylsulfonyl)- 1H-indol-3-yl)pyrimidin-2- ylamino)phenyl)benzamide

4-amino-N-(3-(5-chloro-4-(1-(phenylsulfonyl)- 1H-indol-3-yl)pyrimidin-2- ylamino)phenyl)benzamide [00373] A solution of 3- (2,5-dichloropyrimidin-4-yl)- 1 -(phenylsulfonyl)- 1 H-indole(350 mg, 0.87 mmol) and tert-butyl 4-(3-aminophenylcarbamoyl)phenylcarbamate (283 mg,0.87 mmol) in NMP (2.3 mL, 0.25M) was heated 30 mm at 175 °C (tW). The cooled mixturewas diluted with EtOAc (20 mL), washed with water (3x5mL), brine (5 mL), dried (MgSO4),filtered, and concentrated under reduced pressure. The residue was purified by Si02 chromatography (DCM/EtOAc 0 to 30% gradient), affording the title compound (180 mg, 0.303 mmol, 35%) as white solid.

References:

WO2014/63068,2014,A1 Location in patent:Paragraph 00373

66493-39-8 Synthesis