Propylamine → 2-(3-Chlorobenzyl)-6-oxo-4-(propylamino)-1,6-dihydropyrimidine-5-carbonitrile

HRID 1970898Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][C:6]1[NH:7][C:8](=[O:16])[C:9]([C:14]#[N:15])=[C:10](SC)[N:11]=1.[CH2:20]([NH2:23])[CH2:21][CH3:22]>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][CH:19]=1)[CH2:5][C:6]1[NH:7][C:8](=[O:16])[C:9]([C:14]#[N:15])=[C:10]([NH:23][CH2:20][CH2:21][CH3:22])[N:11]=1

Participants

Reactant 2

HCID 7852Propylamine

HCID 584078022-(3-Chlorobenzyl)-4-(methylsulphanyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

Product 1

HCID 1359950062-(3-Chlorobenzyl)-6-oxo-4-(propylamino)-1,6-dihydropyrimidine-5-carbonitrile

Procedure

In analogy to the preparation of Example 1, 100 mg (0.34 mmol) of 2-(3-chlorobenzyl)-4-(methyl-sulphanyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile are reacted with 203 mg (3.43 mmol) of n-propylamine to give 12 mg (12% of theory) of the title compound.

Sources & evidence

ORD record: ord-0cb7edd08f0f4feb86236bfcd249bbd2
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431573B2

Reaction notes

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