Cesium carbonate → HCID 57049247, compound

HRID 2306571Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[C:12]([N:15]([CH3:17])[CH3:16])=[N:13][N:14]=[C:7]1[NH:6][C:5]2=[O:18].C(=O)([O-])[O-].[Cs+].[Cs+].Cl.[N:26]1[CH:31]=[CH:30][CH:29]=[C:28]([CH:32]=[CH:33][CH2:34]Cl)[CH:27]=1>COCCOC>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[C:12]([N:15]([CH3:16])[CH3:17])=[N:13][N:14]=[C:7]1[N:6]([CH2:34][CH:33]=[CH:32][C:28]1[CH:27]=[N:26][CH:31]=[CH:30][CH:29]=1)[C:5]2=[O:18]

Participants

Conditions

Temperature: 70 °C

Procedure

In a reactor equipped with magnetic shaker and refrigeration, we resuspend 7.4 g (0.024 mol) of 7-bromo-1-(N,N-dimethylamino)-4H-[1,2,4]triazolo[4,3-a]quinazolin-5-one in 200 ml de 1,2-dimethoxyethane then we shake. We add 17.0 g (0.052 mol) of cesium carbonate then shake at ambient temperature for 15 minutes. 4.5 g (0.024 mol) of 3-(3-pyridyl)-allyl chloride hydrochloride are then added by fraction, then the mixture is heated to 70° C., under shaking, for 3 hours. The solvent is evaporated under vacuum then the residue is then put in suspension in 300 ml of iced water. After repeated extractions with ethyl acetate, the joined organic phases are washed with aqueous solution saturated with sodium chloride, dried on sodium sulfate then the solvent is evaporated under vacuum.

Workup

customIn a reactor equipped with magnetic shaker and refrigeration, we
customThe solvent is evaporated under vacuum
extractionextractions with ethyl acetate
washthe joined organic phases are washed with aqueous solution saturated with sodium chloride
customdried on sodium sulfate
customthe solvent is evaporated under vacuum

Sources & evidence

ORD record: ord-39d36bbe15524e1ea77a6cbb7375d105
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06828315B1

Reaction notes

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