Phosphorus oxychloride → HCID 178480563, compound

HRID 2389526Notes

Reaction equation

[CH3:1][N:2]1[C:7](=[O:8])[C:6]2[C:9]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:10][NH:11][C:5]=2[NH:4][C:3]1=O.O=P(Cl)(Cl)[Cl:22]>>[Cl:22][C:3]1[N:2]([CH3:1])[C:7](=[O:8])[C:6]2[C:9]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[N:10][NH:11][C:5]=2[N:4]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178481638HCID 178481638, compound

Product 1

HCID 178480563HCID 178480563, compoundYield 47%

Procedure

5-methyl-3-(phenylamino)-1H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione (450 mg, 1.75 mmol) is refluxed in POCl3 (20 mL) for 60 hours, and the mixture is evaporated to dryness. The residue is purified by silica gel flash chromatography to give 122 mg product as white solids and 207 mg starting material is recovered (Yield: 47%). MS (FAB) m/z 276.1 [M+H]+.

Workup

customthe mixture is evaporated to dryness
customThe residue is purified by silica gel flash chromatography

Sources & evidence

ORD record: ord-b78f257de0f0401f95123b319ab2d2ef
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273750B2

Reaction notes

Loading…