Phosphorus oxychloride → HCID 15907882, compound

HRID 2182071Notes

Reaction equation

P(Cl)(Cl)([Cl:3])=O.[CH3:6][C:7]1[NH:8][C:9](=O)[C:10]2[C:15]([CH3:16])=[C:14]([CH3:17])[N:13]([C:18]3[C:23]([Br:24])=[CH:22][C:21]([C:25]([F:28])([F:27])[F:26])=[CH:20][C:19]=3[Br:29])[C:11]=2[N:12]=1>O>[Cl:3][C:9]1[C:10]2[C:15]([CH3:16])=[C:14]([CH3:17])[N:13]([C:18]3[C:23]([Br:24])=[CH:22][C:21]([C:25]([F:28])([F:27])[F:26])=[CH:20][C:19]=3[Br:29])[C:11]=2[N:12]=[C:7]([CH3:6])[N:8]=1

Participants

Conditions

Temperature: 100 °C

Procedure

Phosphorus oxychloride in an amount of 1.3 ml was added to 0.67 g of 2,5,6-trimethyl-7-(2,6-dibromo-4-trifluoromethylphenyl)-3,7-dihydropyrrolo[2,3-d]pyrimidin-4-one, and the reaction mixture was heated for 0.5 hours at 100° C. and was then cooled. The reaction mixture was poured into water with ice and was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate and was dried over anhydrous sodium sulfate. After the desiccant was filtered off, the filtrate was concentrated under reduced pressure and was allowed to stand for crystallization to yield 0.66 g of 4-chloro-2,5,6-trimethyl-7-(2,6-dibromo-4-trifluoromethylphenyl)-7H-pyrrolo[2,3-d]pyrimidine.

Workup

temperaturewas then cooled
extractionwas extracted with ethyl acetate
washThe organic layer was washed with a saturated aqueous solution of sodium hydrogencarbonate
dry with materialwas dried over anhydrous sodium sulfate
filtrationAfter the desiccant was filtered off
concentrationthe filtrate was concentrated under reduced pressure
customto stand for crystallization

Sources & evidence

ORD record: ord-aadd498332c143019051c2205575cccf
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06894168B2

Reaction notes

Loading…