Potassium Carbonate → HCID 59361775, compound

HRID 1968621Notes

Reaction equation

HRID 1968621 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([B:8]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]([CH3:16])([CH3:15])[O:9]2)[CH:5]=[CH:4][C:3]=1[OH:17].Cl[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:7]=[C:6]([B:8]2[O:12][C:11]([CH3:13])([CH3:14])[C:10]([CH3:16])([CH3:15])[O:9]2)[CH:5]=[CH:4][C:3]=1[O:17][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 23393Picolyl chlorideHCID 115722382-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

Product 1

HCID 59361775HCID 59361775, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (1 equivalent), 2-(chloromethyl)pyridine (1.1 equivalent), K2CO3 (3 equivalents), and KI (0.1 equivalents) are refluxed in acetone overnight. The mixture is cooled, filtered, the filtrate is concentrated and purified by column chromatography.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationfiltered
  3. concentrationthe filtrate is concentrated
  4. custompurified by column chromatography

Sources & evidence

ORD record
ord-fbb29d5ade11429da2773215e9068c80
Source dataset
uspto-grants-2013_04
Patent number
US08426428B2

Reaction notes

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