Cesium fluoride → HCID 46198552, compound

HRID 1514296Notes

Reaction equation

HRID 1514296 reaction equation
[Si]([O:8][C:9]1[CH:10]=[C:11]([NH:16][C:17]([NH:19][CH2:20][C:21]2[CH:22]=[C:23]3[C:27](=[CH:28][CH:29]=2)[C:26](=[O:30])[N:25]([CH:31]2[CH2:36][CH2:35][C:34](=[O:37])[NH:33][C:32]2=[O:38])[CH2:24]3)=[O:18])[CH:12]=[CH:13][C:14]=1[CH3:15])(C(C)(C)C)(C)C.[F-].[Cs+]>CN(C=O)C.O>[O:38]=[C:32]1[CH:31]([N:25]2[CH2:24][C:23]3[C:27](=[CH:28][CH:29]=[C:21]([CH2:20][NH:19][C:17]([NH:16][C:11]4[CH:12]=[CH:13][C:14]([CH3:15])=[C:9]([OH:8])[CH:10]=4)=[O:18])[CH:22]=3)[C:26]2=[O:30])[CH2:36][CH2:35][C:34](=[O:37])[NH:33]1

Participants

5

Reactant 2

HCID 25953Cesium fluorideHCID 66589446HCID 66589446, compound

Product 1

HCID 46198552HCID 46198552, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 1-(3-(tert-butyldimethylsilyloxy)-4-methylphenyl)-3-((2-(2,6-dioxopiperidin-3-yl)-1-oxoisoindolin-5-yl)methyl)urea (0.54 g, 1.0 mmol) and cesium fluoride (0.15 g, 1.0 mmol) in DMF (10 mL) is heated to 70° C. for 8 hrs. The mixture is cooled and diluted with water (10 mL). The solid precipitate is filtered, rinsed with water (10 mL), and dried under vacuum to provide the product.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationThe solid precipitate is filtered
  3. washrinsed with water (10 mL)
  4. customdried under vacuum
  5. customto provide the product

Sources & evidence

ORD record
ord-45ff218a52ae4a3697624f1e33ff0031
Source dataset
uspto-grants-2012_07
Patent number
US08222249B2

Reaction notes

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