Dimethylformamide → HCID 22993363, compound

HRID 1167620Notes

Reaction equation

HRID 1167620 reaction equation
Br[CH:2]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]([NH:5][C:6]1[CH:11]=[C:10]([O:12][CH3:13])[CH:9]=[CH:8][C:7]=1[OH:14])=[O:4].CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:13][O:12][C:10]1[CH:9]=[CH:8][C:7]2[O:14][CH:2]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:3](=[O:4])[NH:5][C:6]=2[CH:11]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 22993373HCID 22993373, compound

Product 1

HCID 22993363HCID 22993363, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The compound obtained in Step A (5 g; 14.87 mmol) is dissolved in 15 ml of dimethylformamide (1 ml/1 mmol), and then potassium carbonate (1.5 eq.; 22.31 mmol; 3.08 g) is added. The solution is stirred at ambient temperature for 2.5 hours, and then 60 ml of water are added and a precipitate is formed. After one night in a refrigerator, the solid is filtered through fritted glass, rinsed with water, and dried under a dynamic vacuum under P2O5 to yield the title product, which is used in the subsequent reaction without being further purified.

Workup

  1. customa precipitate is formed
  2. waitAfter one night in a refrigerator
  3. filtrationthe solid is filtered through fritted glass
  4. washrinsed with water
  5. customdried under a dynamic vacuum under P2O5

Sources & evidence

ORD record
ord-915ae56cdae3407ba323d2c4427ee281
Source dataset
uspto-grants-2003_09
Patent number
US06620809B2

Reaction notes

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