Sodium hydride → tert-butyl 7-((3-cyanobenzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate

HRID 873055Notes

Reaction equation

[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].[H-].[Na+].Cl[C:14]1[CH:15]=[C:16]2[N:23]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:22][CH2:21][N:17]2[C:18](=[O:20])[N:19]=1>>[C:6]([C:5]1[CH:4]=[C:3]([CH:10]=[CH:9][CH:8]=1)[CH2:2][O:1][C:14]1[CH:15]=[C:16]2[N:23]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:22][CH2:21][N:17]2[C:18](=[O:20])[N:19]=1)#[N:7]

Participants

Reactant 3

HCID 24758Sodium hydride

HCID 27346773-(Hydroxymethyl)benzonitrile

HCID 71743561Tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-C]pyrimidine-1(5H)-carboxylate

Product 1

HCID 71241009tert-butyl 7-((3-cyanobenzyl)oxy)-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate

Procedure

The title compound was prepared by a procedure similar to that described for E1 starting from 3-(hydroxymethyl)benzonitrile, sodium hydride and tert-butyl 7-chloro-5-oxo-2,3-dihydroimidazo[1,2-c]pyrimidine-1(5H)-carboxylate.

Sources & evidence

ORD record: ord-90ce81ab3ce4473797648199ec6e7e8b
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08975400B2

Reaction notes

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