4-Chloroquinazolin-6-yl acetate → 6-Acetoxy-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazoline

HRID 399487

Reaction equation

HRID 399487 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][N:9]=[C:8]2Cl)(=[O:3])[CH3:2].[N:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[CH2:22][O:23][C:24]1[C:25]([CH3:31])=[CH:26][C:27]([NH2:30])=[CH:28][CH:29]=1>>[C:1]([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][N:9]=[C:8]2[NH:30][C:27]1[CH:28]=[CH:29][C:24]([O:23][CH2:22][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][N:16]=2)=[C:25]([CH3:31])[CH:26]=1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 189676244-Chloroquinazolin-6-yl acetateHCID 234382883-Methyl-4-(pyridin-2-ylmethoxy)aniline

Product 1

HCID 189676116-Acetoxy-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazolineYield 35%

Procedure

Using an analogous procedure to that described in Example 1, 6-acetoxy-4-chloroquinazoline was reacted with 5-amino-2-tolyl 2-pyridylmethyl ether to give 6-acetoxy-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazoline in 35% yield, m.p. 149°-151° C.;

Sources & evidence

ORD record
ord-2da5c69a5636427698c7bb8d64aa4f81
Source dataset
uspto-grants-1998_10
Patent number
US05821246

Linked notes

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