Phosphorus oxide (P4O10) → HCID 59803672, compound

HRID 1666223Notes

Reaction equation

[NH2:1][C:2]1[N:7]([CH2:8][CH3:9])[C:6](=[O:10])[N:5]([CH2:11][C:12]#[CH:13])[C:4](=[O:14])[C:3]=1[NH:15][C:16](=O)[C:17]#[C:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=1.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>CN(C)C=O>[CH3:28][O:27][C:21]1[CH:20]=[C:19]([C:18]#[C:17][C:16]2[NH:15][C:3]3[C:4](=[O:14])[N:5]([CH2:11][C:12]#[CH:13])[C:6](=[O:10])[N:7]([CH2:8][CH3:9])[C:2]=3[N:1]=2)[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of 3-(3,4-dimethoxyphenyl)propynoic acid (6-amino-1-ethyl-3-prop-2-ynyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-yl)amide (3.2 g, 8.0 mmol) in 15 ml of dry dimethylformamide was added phosphorous pentoxide (6 g). The mixture was stirred at 100° C. for 10 min and subsequently cooled to room temperature. The product was precipitated by adding water (ca. 100 ml), filtered under reduced pressure, washed thoroughly with water and dried at 70° C., yielding light yellow 8-(3,4-dimethoxyphenylethynyl)-3-ethyl-1-prop-2-ynyl-3,7-dihydro-purine-2,6-dione (2.5 g, 82%).

Workup

temperaturesubsequently cooled to room temperature
customThe product was precipitated
additionby adding water (ca. 100 ml)
filtrationfiltered under reduced pressure
washwashed thoroughly with water
customdried at 70° C.

Sources & evidence

ORD record: ord-4a30e4eef2674f88aa45d9bd6a79583c
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08044061B2

Reaction notes

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