Water → HCID 73128511, compound

HRID 2237725Notes

Reaction equation

HRID 2237725 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9]2[C:13]([CH:14]=[C:15]3[S:19][C:18](=[O:20])[NH:17][C:16]3=[O:21])=[CH:12][N:11]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.C(=O)([O-])[O-].[Na+].[Na+].[CH2:34](Br)[CH3:35].O>CN(C)C=O>[F:8][C:6]1[CH:5]=[C:4]([C:9]2[C:13]([CH:14]=[C:15]3[S:19][C:18](=[O:20])[N:17]([CH2:34][CH3:35])[C:16]3=[O:21])=[CH:12][N:11]([C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[N:10]=2)[CH:3]=[C:2]([F:1])[CH:7]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6332Ethyl BromideHCID 10340Sodium CarbonateHCID 73128513HCID 73128513, compound

Product 1

HCID 73128511HCID 73128511, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-[3-(3,5-Difluoro-phenyl)-1-phenyl-1H-pyrazol-4-ylmethylene]-thiazolidine-2,4-dione (Compound No. 58, 0.10 g, 0.21 mmol) was dissolved in 1.0 mL of anhydrous dimethylformamide. Sodium carbonate (26.5 mg, 0.25 mmol) was added under nitrogen atmosphere and ethyl bromide (23.90 μL, 0.32 mmol) was added 10 minutes later. The mixture was stirred for 4 hours at room temperature. Water was added after the reaction was completed. The resultant solid was washed with water (10 mL×3 times). The solid was dried to obtain 85.3 mg (80%) of the target product.

Workup

  1. washThe resultant solid was washed with water (10 mL×3 times)
  2. customThe solid was dried

Sources & evidence

ORD record
ord-c5f2a4241c234c739e666e996bea0b19
Source dataset
uspto-grants-2010_05
Patent number
US07718681B2

Reaction notes

Loading…