Cesium fluoride → HCID 46198552, compound

HRID 588021Notes

Reaction equation

HRID 588021 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-bef8ae2de102434cb6ecd1ba3211bc4f
Source dataset
uspto-grants-2016_01
Patent number
US09227954B2

Reaction notes

Loading…