3-(4-hydroxyphenyl)-6-methoxy-2-methylpyrido[3,4-d]pyrimidin-4(3H)-one → 6-methoxy-2-methyl-3-[4-(3-piperidin-1-ylpropoxy)phenyl]pyrido[3,4-d]pyrimidin-4(3H)-one

HRID 2111858Notes

Reaction equation

HRID 2111858 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:13](=[O:14])[C:12]3[CH:15]=[C:16]([O:19][CH3:20])[N:17]=[CH:18][C:11]=3[N:10]=[C:9]2[CH3:21])=[CH:4][CH:3]=1.Br.Br[CH2:24][CH2:25][CH2:26][N:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH2:28]1>>[CH3:20][O:19][C:16]1[N:17]=[CH:18][C:11]2[N:10]=[C:9]([CH3:21])[N:8]([C:5]3[CH:4]=[CH:3][C:2]([O:1][CH2:24][CH2:25][CH2:26][N:27]4[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]4)=[CH:7][CH:6]=3)[C:13](=[O:14])[C:12]=2[CH:15]=1

Participants

3

Reactant 2

HCID 231512043-(4-hydroxyphenyl)-6-methoxy-2-methylpyrido[3,4-d]pyrimidin-4(3H)-oneHCID 231513381-(3-Bromopropyl)pyridine hydrobromide

Product 1

HCID 231511636-methoxy-2-methyl-3-[4-(3-piperidin-1-ylpropoxy)phenyl]pyrido[3,4-d]pyrimidin-4(3H)-one

Procedure

The title compound was synthesized as a white solid (m.p.:145-147° C.) by the method according to Example 63, using 3-(4-hydroxyphenyl)-6-methoxy-2-methylpyrido[3,4-d]pyrimidin-4(3H)-one synthesized in Example 197 and 1-(3-bromopropyl)pyridine hydrobromide as starting materials, followed by recrystallization (ethyl acetate/diethyl ether).

Workup

  1. customfollowed by recrystallization (ethyl acetate/diethyl ether)

Sources & evidence

ORD record
ord-ad73c3d2294c4c18b6e0073edb7a0d18
Source dataset
uspto-grants-2009_04
Patent number
US07521455B2

Reaction notes

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