Dichloromethane methanol → (RS)-S-Methyl-S-[3-({[4-(thiazol-2-ylamino)quinazolin-7-yl]amino}methyl)-phenyl]sulphoximide

HRID 249959Notes

Reaction equation

HRID 249959 reaction equation
C(OC([N:6]=[S:7]([CH3:33])([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][NH:16][C:17]2[CH:26]=[C:25]3[C:20]([C:21]([NH:27][C:28]4[S:29][CH:30]=[CH:31][N:32]=4)=[N:22][CH:23]=[N:24]3)=[CH:19][CH:18]=2)[CH:10]=1)=[O:8])=O)C.ClCCl.CO>CO>[CH3:33][S:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][NH:16][C:17]2[CH:26]=[C:25]3[C:20]([C:21]([NH:27][C:28]4[S:29][CH:30]=[CH:31][N:32]=4)=[N:22][CH:23]=[N:24]3)=[CH:19][CH:18]=2)[CH:10]=1)(=[NH:6])=[O:8]

Participants

4

Reactant 2

HCID 21226129Dichloromethane methanolHCID 44197696(RS)-N-(ethoxycarbonyl)-S-methyl-S-[3-({[4-(thiazol-2-ylamino)quinazolin-7-yl]amino}methyl)phenyl]sulphoximide

Product 1

HCID 57788047(RS)-S-Methyl-S-[3-({[4-(thiazol-2-ylamino)quinazolin-7-yl]amino}methyl)-phenyl]sulphoximideYield 77%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to GWP 6, the conversion of (RS)-N-(ethoxycarbonyl)-S-methyl-S-[3-({[4-(thiazol-2-ylamino)quinazolin-7-yl]amino}methyl)phenyl]sulphoximide (40 mg, 0.083 mmol) and chromatographic purification (silica gel, dichloromethane/methanol: 0→20% methanol) gives the desired product in 77% yield (26 mg).

Sources & evidence

ORD record
ord-84bd8c8c80644c9cafa754f9157d2ce6
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Reaction notes

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