2-[4-(6,7-Dimethoxyquinazolin-4-yloxy)phenyl]acetic acid → N-[5-(N-tert-butoxycarbonyl-N-propylamino) pyridin-2-yl]-2-[4-(6,7-dimethoxyquinazolin-4-yloxy)phenyl]acetamide

HRID 1690491Notes

Reaction equation

HRID 1690491 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][N:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][C:23](O)=[O:24])=[CH:18][CH:17]=1.[NH2:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]([C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH2:34][CH2:35][CH3:36])=[CH:29][N:28]=1>>[C:40]([O:39][C:37]([N:33]([C:30]1[CH:31]=[CH:32][C:27]([NH:26][C:23](=[O:24])[CH2:22][C:19]2[CH:20]=[CH:21][C:16]([O:15][C:6]3[C:5]4[C:10](=[CH:11][C:12]([O:13][CH3:14])=[C:3]([O:2][CH3:1])[CH:4]=4)[N:9]=[CH:8][N:7]=3)=[CH:17][CH:18]=2)=[N:28][CH:29]=1)[CH2:34][CH2:35][CH3:36])=[O:38])([CH3:41])([CH3:42])[CH3:43]

Participants

3

Reactant 2

HCID 669066322-[4-(6,7-Dimethoxyquinazolin-4-yloxy)phenyl]acetic acidHCID 669073482-amino-5-(N-tert-butoxycarbonyl-N-propylamino)pyridine

Product 1

HCID 66907130N-[5-(N-tert-butoxycarbonyl-N-propylamino) pyridin-2-yl]-2-[4-(6,7-dimethoxyquinazolin-4-yloxy)phenyl]acetamide

Procedure

Using a similar procedure to that described in Example 6, 2-[4-(6,7-dimethoxyquinazolin-4-yloxy)phenyl]acetic acid was reacted with 2-amino-5-(N-tert-butoxycarbonyl-N-propylamino)pyridine to give N-[5-(N-tert-butoxycarbonyl-N-propylamino) pyridin-2-yl]-2-[4-(6,7-dimethoxyquinazolin-4-yloxy)phenyl]acetamide; Mass Spectrum: M+H+ 574.

Sources & evidence

ORD record
ord-af694e90d29c4a8aba2bebdec1bccaef
Source dataset
uspto-grants-2012_04
Patent number
US08153643B2

Reaction notes

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