Phosphorus oxychloride → HCID 15907882, compound

HRID 1359500Notes

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

2, Phosphorus oxychoride 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-e5e490bab3804aba964fdec881159898
Source dataset: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06600038B1

Reaction notes

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