HCID 44197697, compound → HCID 57787966, compound

HRID 249949Notes

Reaction equation

HRID 249949 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:13][C:14]1[CH:15]=[C:16]([S:20]([CH3:28])(=[N:22]C(OCC)=O)=[O:21])[CH:17]=[CH:18][CH:19]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:29][CH:30]([CH2:33][OH:34])[CH2:31][OH:32]>ClCCl.CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:13][C:14]1[CH:15]=[C:16]([S:20]([CH3:28])(=[NH:22])=[O:21])[CH:17]=[CH:18][CH:19]=1)[N:8]=[CH:7][N:6]=[C:5]2[NH:29][CH:30]([CH2:31][OH:32])[CH2:33][OH:34]

Participants

3

Reactant 1

HCID 44197697HCID 44197697, compound

Product 1

HCID 57787966HCID 57787966, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

According to GWP 6, the conversion of (RS)-S-(3-{[(6-bromo-4-{[2-hydroxy-1-(hydroxymethyl)ethyl]amino}quinazolin-7-yl)oxy]methyl}phenyl)-N-(ethoxycarbonyl)-S-methylsulphoximide (45 mg, 0.081 mmol) and preparation thin layer chromatography (silica gel, dichloromethane/methanol: 4/1) gives the desired product in 24% yield (9 mg).

Sources & evidence

ORD record
ord-fd90505197504535ad65137572581e70
Source dataset
uspto-grants-2011_01
Patent number
US07863283B2

Reaction notes

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