Potassium Carbonate → HCID 86725420, compound

HRID 1503889Notes

Reaction equation

HRID 1503889 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]2[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH:5]=[CH:4][C:3]=1[NH2:14].[C:15](=[O:18])([O-])[O-:16].[K+].[K+]>CN(C)C=O>[NH2:14][C:3]1[CH:4]=[CH:5][C:6]([CH:8]2[CH2:13][CH2:12][N:11]([C:15]([O:16][C:6]([CH3:8])([CH3:7])[CH3:5])=[O:18])[CH2:10][CH2:9]2)=[CH:7][C:2]=1[Cl:1]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 70557529HCID 70557529, compound

Product 1

HCID 86725420HCID 86725420, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of the product of Example 60D (77 mg, 0.36 mmol), di-tert-butyl bicarbonate (80 mg, 0.37 mmol) and potassium carbonate (117 mg, 0.85 mmol) in N,N-dimethylformamide (4 mL) was stirred at ambient temperature until TLC indicated no starting material remained. The mixture was concentrated and the residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 8/1 petroleum/ethyl acetate to provide the title compound. MS: 310 (M+H+).

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash chromatography on silica gel (200-300 mesh)
  3. washeluting with 8/1 petroleum/ethyl acetate

Sources & evidence

ORD record
ord-c467441529e54b4bac39cbcae0bb2cb2
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

Loading…