Ethyl 4-hydroxy-2-(methylsulfanyl)-5-pyrimidinecarboxylate → HCID 72192369, compound

HRID 626459Notes

Reaction equation

CS[C:3]1[NH:4][C:5](=[O:14])[C:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][N:8]=1.[N:15]1([C:21]2[CH:27]=[CH:26][C:24]([NH2:25])=[CH:23][CH:22]=2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>C(O)C>[O:14]=[C:5]1[NH:4][C:3]([NH:25][C:24]2[CH:23]=[CH:22][C:21]([N:15]3[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]3)=[CH:27][CH:26]=2)=[N:8][CH:7]=[C:6]1[C:9]([O:11][CH2:12][CH3:13])=[O:10]

Participants

Conditions

Temperature: 80 °C

Procedure

Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate (200 mg, 0.934 mmol) was added to 4-(piperidin-1-yl)aniline (158 mg, 0.934 mmol) dissolved in ethanol. The solution was heated in an oil bath to 80° C., while stiffing, in reflux, for 72 hours. The sample was filtered and dried. 1H-NMR confirmed the product (HGN-0034) (15 mg, 0.447 mmol).

Workup

temperaturein reflux, for 72 hours
filtrationThe sample was filtered
customdried

Sources & evidence

ORD record: ord-5931bf2ba37843f684fc3411f2273629
Source dataset: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09309232B2

Reaction notes

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