Potassium Carbonate → HCID 17965967, compound

HRID 2253324Notes

Reaction equation

HRID 2253324 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([CH2:14]O)=[CH:12][CH:11]=[C:10]([CH3:16])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.P(Br)(Br)[Br:18].[Br-].[Li+].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[Br:18][CH2:14][C:13]1[C:8]([C:4]2[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=2)=[N:9][C:10]([CH3:16])=[CH:11][CH:12]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 24614Phosphorus tribromideHCID 82050Lithium BromideHCID 17965963HCID 17965963, compound

Product 1

HCID 17965967HCID 17965967, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of Example 36C (230 mg, 1.0 mmol) in DMF (1.5 mL) at 0° C. was treated with PBr3 (114 mL, 1.2 mmol) and lithium bromide (104 mg, 1.2 mmol), stirred for 3 hours, treated with water, adjusted to pH>7 with K2CO3, and extracted with dichloromethane. The combined extracts were dried (MgSO4), filtered, and concentrated to provide the desired product of sufficient purity for subsequent use.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe combined extracts were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-7578f8bef73c413cafa356d50cbcf14f
Source dataset
uspto-grants-2008_01
Patent number
US07323570B2

Reaction notes

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