(RS)-N-(Ethoxycarbonyl)-S-methyl-S-[3-({[4-(2-methyl-4-pyridylamino)-6-methoxyquinazolin-7-yl]oxy}methyl)phenyl]sulphoximide → (RS)-S-[3-({[4-(2-Methyl-4-pyridylamino)-6-methoxyquinazolin-7-yl]oxy}methyl)-phenyl]-S-methylsulphoximide

HRID 249965

Reaction equation

HRID 249965 reaction equation
C(OC([N:6]=[S:7]([CH3:37])([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][O:16][C:17]2[CH:26]=[C:25]3[C:20]([C:21]([NH:27][C:28]4[CH:33]=[CH:32][N:31]=[C:30]([CH3:34])[CH:29]=4)=[N:22][CH:23]=[N:24]3)=[CH:19][C:18]=2[O:35][CH3:36])[CH:10]=1)=[O:8])=O)C>ClCCl.CO>[CH3:34][C:30]1[CH:29]=[C:28]([NH:27][C:21]2[C:20]3[C:25](=[CH:26][C:17]([O:16][CH2:15][C:11]4[CH:10]=[C:9]([S:7]([CH3:37])(=[NH:6])=[O:8])[CH:14]=[CH:13][CH:12]=4)=[C:18]([O:35][CH3:36])[CH:19]=3)[N:24]=[CH:23][N:22]=2)[CH:33]=[CH:32][N:31]=1

Participants

3

Reactant 1

HCID 57788005(RS)-N-(Ethoxycarbonyl)-S-methyl-S-[3-({[4-(2-methyl-4-pyridylamino)-6-methoxyquinazolin-7-yl]oxy}methyl)phenyl]sulphoximide

Product 1

HCID 57788048(RS)-S-[3-({[4-(2-Methyl-4-pyridylamino)-6-methoxyquinazolin-7-yl]oxy}methyl)-phenyl]-S-methylsulphoximideYield 79%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

According to GWP 6, conversion of (RS)-N-(ethoxycarbonyl)-S-methyl-S-[3-({[4-(2-methyl-4-pyridylamino)-6-methoxyquinazolin-7-yl]oxy}methyl)phenyl]-sulphoximide (20 mg, 0.038 mmol) and chromatography (silica gel, dichloromethane/methanol 4/1) gives the desired product in 79% yield (14 mg).

Sources & evidence

ORD record
ord-1bae2b9ff26449bebe67a26fe398c96a
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Linked notes

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