Potassium Carbonate → HCID 67176584, compound

HRID 1027501Notes

Reaction equation

HRID 1027501 reaction equation
[Cl:1][C:2]1[CH:30]=[CH:29][C:5]([CH2:6][C:7]2[N:8]=[C:9]([O:25][CH2:26][CH2:27][CH3:28])[C:10]3[N:15]=[C:14]([C:16]4[CH:21]=[C:20]([CH3:22])[C:19]([OH:23])=[C:18]([CH3:24])[CH:17]=4)[O:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.Br[CH2:32][C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[C:36]([O:35][C:33](=[O:34])[CH2:32][O:23][C:19]1[C:18]([CH3:24])=[CH:17][C:16]([C:14]2[O:13][C:11]3[N:12]=[C:7]([CH2:6][C:5]4[CH:29]=[CH:30][C:2]([Cl:1])=[CH:3][CH:4]=4)[N:8]=[C:9]([O:25][CH2:26][CH2:27][CH3:28])[C:10]=3[N:15]=2)=[CH:21][C:20]=1[CH3:22])([CH3:39])([CH3:38])[CH3:37]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79177tert-Butyl bromoacetateHCID 136175016HCID 136175016, compound

Product 1

HCID 67176584HCID 67176584, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 1.5 g of 4-[5-(4-chloro-benzyl)-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethyl-phenol (example 17), 690 mg of tert-butyl bromoacetate and 1.96 g of potassium carbonate in 50 ml of dimethylformamide was heated to 60° C. for 1 h. After cooling to room temperature, the solids were removed by filtration. The solvent was distilled off in vacuo and the residue was used without further purification in the next step.

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe solids were removed by filtration
  3. distillationThe solvent was distilled off in vacuo
  4. customthe residue was used without further purification in the next step

Sources & evidence

ORD record
ord-7f72d447e0394450b4a8307069f35cc5
Source dataset
uspto-grants-2014_05
Patent number
US08735387B2

Reaction notes

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