4-(Bromomethyl)benzonitrile → 4-({[6-Benzyl-2-(3-nitrophenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl]oxy}methyl)benzonitrile

HRID 29909Notes

Reaction equation

HRID 29909 reaction equation
[CH2:1]([N:8]1[CH2:27][CH2:26][C:11]2[N:12]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=3)[N:14]=[C:15]([OH:16])[C:10]=2[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:28]([C:30]1[CH:37]=[CH:36][C:33]([CH2:34]Br)=[CH:32][CH:31]=1)#[N:29]>>[CH2:1]([N:8]1[CH2:27][CH2:26][C:11]2[N:12]=[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-:25])=[O:24])[CH:18]=3)[N:14]=[C:15]([O:16][CH2:34][C:33]3[CH:36]=[CH:37][C:30]([C:28]#[N:29])=[CH:31][CH:32]=3)[C:10]=2[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 869964-(Bromomethyl)benzonitrileHCID 178526607HCID 178526607, compound2×

Product 1

HCID 691981534-({[6-Benzyl-2-(3-nitrophenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl]oxy}methyl)benzonitrile

Procedure

The title compound was prepared from 6-benzyl-2-(3-nitro-phenyl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ol (which was obtained in Intermediate 9) and 4-cyanobenzyl bromide according to Method A; LC retention time 2.53 min; MS: m/z (ESI) 478 (M+H).

Sources & evidence

ORD record
ord-35fabb36465e486b9c0aec2d61cb78bb
Source dataset
uspto-grants-2008_09
Patent number
US07423044B2

Reaction notes

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