Potassium Carbonate → HCID 16125445, compound

HRID 1430373Notes

Reaction equation

HRID 1430373 reaction equation
[F:1][C:2]1[C:9]([OH:10])=[CH:8][CH:7]=[C:6]([I:11])[C:3]=1[C:4]#[N:5].Br[CH2:13][CH2:14][O:15][CH3:16].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[F:1][C:2]1[C:9]([O:10][CH2:13][CH2:14][O:15][CH3:16])=[CH:8][CH:7]=[C:6]([I:11])[C:3]=1[C:4]#[N:5]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 809722-Bromoethyl methyl etherHCID 16125382HCID 16125382, compound

Product 1

HCID 16125445HCID 16125445, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of Example 68A (104 mg, 0.39 mmol), 1-bromo-2-methoxyethane (0.088 mL) and K2CO3 (163 mg) in acetone (3 mL) was heated to 60° C. for 18 hours, cooled to room temperature, and partitioned between diethyl ether and water. The extract was dried (MgSO4), filtered, and concentrated to provide 122 mg of the desired product. MS (ESI(+)) m/e 334 (M+H)+.

Workup

  1. custompartitioned between diethyl ether and water
  2. dry with materialThe extract was dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-5e9bc0eca2fd4726aa8b50ef8384254d
Source dataset
uspto-grants-2015_01
Patent number
US08940778B2

Reaction notes

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