Morpholine → 2-(3-Chlorobenzyl)-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

HRID 1970902Notes

Reaction equation

HRID 1970902 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.[NH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1>>[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]([N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[N:11]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 584078022-(3-Chlorobenzyl)-4-(methylsulphanyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

Product 1

HCID 1359950712-(3-Chlorobenzyl)-4-(morpholin-4-yl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile

Procedure

In analogy to the preparation of Example 1, 150 mg (0.51 mmol) of 2-(3-chlorobenzyl)-4-(methyl-sulphanyl)-6-oxo-1,6-dihydropyrimidine-5-carbonitrile are reacted with 448 mg (5.14 mmol) of morpholine to give 109 mg (63% of theory) of the title compound.

Sources & evidence

ORD record
ord-77337eb6f62b42a7a214fdb09bf48626
Source dataset
uspto-grants-2013_04
Patent number
US08431573B2

Reaction notes

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