Dimethyl Sulfoxide → HCID 86723906, compound

HRID 576794Notes

Reaction equation

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]([C:14]3[C:15](=[O:35])[N:16]([CH:32]([CH3:34])[CH3:33])[C:17](=[O:31])[N:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=4)[C:19]=3[CH3:20])=[C:12]([C:36]([NH2:38])=[O:37])[CH:11]=[N:10]2)=[CH:5][CH:4]=1)#[N:2].[CH3:39][S:40]([CH3:42])=[O:41]>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:13]([C:14]3[C:15](=[O:35])[N:16]([CH:32]([CH3:34])[CH3:33])[C:17](=[O:31])[N:18]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:28])[F:29])[CH:22]=4)[C:19]=3[CH3:20])=[C:12]([C:36]([NH2:38])=[O:37])[CH:11]=[N:10]2)=[CH:7][CH:8]=1)#[N:2].[CH3:39][S:40]([CH3:42])=[O:41]

Participants

Reactant 2

HCID 679Dimethyl Sulfoxide

HCID 71513861HCID 71513861, compound

Product 1

HCID 86723906HCID 86723906, compound

Conditions

Temperature: 90 °C

Procedure

To 1-(4-cyanophenyl)-5-(3-isopropyl-6-methyl-2,4-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)-1H-pyrazole-4-carboxamide (prepared in example 143) (500 mg) was added DMSO (1.2 ml) and the resulting mixture was stirred at 90° C. for one hour and at room temperature for six hours. The formed crystals were collected by filtering with DMSO to afford 1-(4-cyanophenyl)-5-(3-isopropyl-6-methyl-2,4-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydropyrimidin-5-yl)-1H-pyrazole-4-carboxamide DMSO solvate (240 mg).

Workup

customThe formed crystals were collected
filtrationby filtering with DMSO

Sources & evidence

ORD record: ord-9ded2255f1d14272bee8712506a80745
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09040516B2

Reaction notes

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