4-Chloro-6-methoxyquinazolin-7-yl acetate → 7-Acetoxy-6-methoxy-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazoline

HRID 399485

Reaction equation

HRID 399485 reaction equation
[C:1]([O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9](Cl)=[N:10][CH:11]=[N:12]2)=[CH:7][C:6]=1[O:16][CH3:17])(=[O:3])[CH3:2].[N:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[CH2:24][O:25][C:26]1[C:27]([CH3:33])=[CH:28][C:29]([NH2:32])=[CH:30][CH:31]=1>>[C:1]([O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([NH:32][C:29]3[CH:30]=[CH:31][C:26]([O:25][CH2:24][C:19]4[CH:20]=[CH:21][CH:22]=[CH:23][N:18]=4)=[C:27]([CH3:33])[CH:28]=3)=[N:10][CH:11]=[N:12]2)=[CH:7][C:6]=1[O:16][CH3:17])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 222438854-Chloro-6-methoxyquinazolin-7-yl acetateHCID 234382883-Methyl-4-(pyridin-2-ylmethoxy)aniline

Product 1

HCID 189676577-Acetoxy-6-methoxy-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazolineYield 64%

Procedure

Using an analogous procedure to that described in Example 1 except that the reaction mixture was heated to reflux for 3 hours, 7-acetoxy-4-chloro-6-methoxyquinazoline was reacted with 5-amino-2-tolyl 2-pyridylmethyl ether to give 7-acetoxy-6-methoxy-4-[3-methyl-4-(2-pyridylmethoxy)anilino]quinazoline in 64% yield;

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 3 hours

Sources & evidence

ORD record
ord-2670b9d7cc724f1aac0441a748810cc1
Source dataset
uspto-grants-1998_10
Patent number
US05821246

Linked notes

Loading…