HCID 67126415, compound → HCID 67126454, compound

HRID 1035927Notes

Reaction equation

HRID 1035927 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([S:10](=[O:13])(=[O:12])[NH2:11])[CH:7]=[CH:6][C:5]=1[NH:14][CH2:15][CH:16]1[O:21][CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17]1)([O-:3])=[O:2]>ClCCl.FC(F)(F)C(O)=O>[NH:18]1[CH2:19][CH2:20][O:21][CH:16]([CH2:15][NH:14][C:5]2[CH:6]=[CH:7][C:8]([S:10]([NH2:11])(=[O:12])=[O:13])=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])[CH2:17]1

Participants

4

Reactant 1

HCID 67126415HCID 67126415, compound

Product 1

HCID 67126454HCID 67126454, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of EXAMPLE 113A (0.8 g) in dichloromethane (10 mL) and trifluoroacetic acid (10 mL) was stirred at room temperature for 2 hours. The solvents were evaporated and the residue triturated with diethyl ether. The resulting solid was dissolved in 5% aqueous sodium carbonate solution (20 mL). The solution was concentrated to dryness and the resulting solid was triturated with a solution of 10% methanol in dichloromethane several times. Evaporation of the organic solvents gave the title compound.

Workup

  1. customThe solvents were evaporated
  2. customthe residue triturated with diethyl ether
  3. dissolutionThe resulting solid was dissolved in 5% aqueous sodium carbonate solution (20 mL)
  4. concentrationThe solution was concentrated to dryness
  5. customthe resulting solid was triturated with a solution of 10% methanol in dichloromethane several times
  6. customEvaporation of the organic solvents

Sources & evidence

ORD record
ord-44185973b0f04822a2e0f734eda10dd6
Source dataset
uspto-grants-2013_10
Patent number
US08546399B2

Reaction notes

Loading…