Potassium Carbonate → HCID 89654198, compound

HRID 922560Notes

Reaction equation

HRID 922560 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][N:3]=1.Br[CH2:10][CH:11]1[CH2:13][C:12]1([F:15])[F:14].C([O-])([O-])=O.[K+].[K+]>C(#N)C.CCOC(C)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:10][CH:11]2[CH2:13][C:12]2([F:15])[F:14])=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 27614022-(Bromomethyl)-1,1-difluorocyclopropaneHCID 27628652-Bromo-5-hydroxypyridine

Product 1

HCID 89654198HCID 89654198, compound

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
70 °C

Procedure

The mixture of 5.00 g (28.7 mmol) of 2-bromo-5-hydroxypyridine, 6.14 g (35.9 mmol) of 1-bromomethyl-2,2-difluorocyclopropane and 9.93 g (71.8 mmol) of K2CO3 in 100 ml ACN is stirred at 70° C. for 14 h. The reaction mixture is diluted with EtOAc, washed with water and 1N aq. NaOH, dried over MgSO4, filtered and the solvent is removed in vacuo.

Workup

  1. washwashed with water and 1N aq. NaOH
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-ac25f532e07e487688f804461dcced32
Source dataset
uspto-grants-2016_03
Patent number
US09278954B2

Reaction notes

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