2-Bromoethanol → HCID 58382523, compound

HRID 1027493Notes

Reaction equation

HRID 1027493 reaction equation
C(=O)([O-])[O-].[K+].[K+].Br[CH2:8][CH2:9][OH:10].[Cl:11][C:12]1[CH:40]=[CH:39][C:15]([CH2:16][C:17]2[N:18]=[C:19]([O:35][CH2:36][CH2:37][CH3:38])[C:20]3[N:25]=[C:24]([C:26]4[CH:31]=[C:30]([CH3:32])[C:29]([OH:33])=[C:28]([CH3:34])[CH:27]=4)[O:23][C:21]=3[N:22]=2)=[CH:14][CH:13]=1>CN(C)C=O>[Cl:11][C:12]1[CH:40]=[CH:39][C:15]([CH2:16][C:17]2[N:18]=[C:19]([O:35][CH2:36][CH2:37][CH3:38])[C:20]3[N:25]=[C:24]([C:26]4[CH:27]=[C:28]([CH3:34])[C:29]([O:33][CH2:8][CH2:9][OH:10])=[C:30]([CH3:32])[CH:31]=4)[O:23][C:21]=3[N:22]=2)=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 11430Potassium CarbonateHCID 136175016HCID 136175016, compound

Product 1

HCID 58382523HCID 58382523, compoundYield 4.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

130 mg of potassium carbonate and 32.4 mg of 2-bromo-ethanol were added to a solution of 100 mg of 4-[5-(4-chloro-benzyl)-7-propoxy-oxazolo[5,4-d]pyrimidin-2-yl]2,6-dimethyl-phenol in 3 ml of dimethylformamide. The reaction mixture was heated to 60° C. for 3 h. After filtration, the solvent was removed in vacuo. Preparative HPLC (method HPLC1) of the residue yielded 5.4 mg of the title compound.

Workup

  1. filtrationAfter filtration
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-e4020df746f14b35abf9babb3b31bb04
Source dataset
uspto-grants-2014_05
Patent number
US08735387B2

Reaction notes

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