p-Methylthiophenylboric acid → 6,7-Dimethoxy-2-methylamino-4-[5-(4-methylthiophenyl)-3-pyridyl]quinazoline

HRID 392176Notes

Reaction equation

HRID 392176 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([O:20][CH3:21])=[C:15]([O:18][CH3:19])[CH:16]=3)[N:11]=[C:10]([NH:22][CH3:23])[N:9]=2)[CH:5]=[N:6][CH:7]=1.[CH3:24][S:25][C:26]1[CH:31]=[CH:30][C:29](OB(O)O)=[CH:28][CH:27]=1>>[CH3:19][O:18][C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][C:14]=1[O:20][CH3:21])[N:11]=[C:10]([NH:22][CH3:23])[N:9]=[C:8]2[C:4]1[CH:5]=[N:6][CH:7]=[C:2]([C:29]2[CH:30]=[CH:31][C:26]([S:25][CH3:24])=[CH:27][CH:28]=2)[CH:3]=1

Participants

3

Reactant 2

HCID 21939890p-Methylthiophenylboric acidHCID 22663121HCID 22663121, compound

Product 1

HCID 229509946,7-Dimethoxy-2-methylamino-4-[5-(4-methylthiophenyl)-3-pyridyl]quinazolineYield 105.2%

Procedure

Starting from 375 mg of 4-(5-bromo-3pyridyl)-6,7-dimethoxy-2-methylaminoquinazoline obtained in Example 76 and 225 mg of 4-methylthiophenylboric acid, 440 mg of the title compound was obtained as pale yellow crystals in the same manner as in Example 48.

Sources & evidence

ORD record
ord-7a141fb838aa43c9bd25cb7f68dc84e6
Source dataset
uspto-grants-2004_10
Patent number
US06800644B2

Reaction notes

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