Toluene → HCID 9804526, compound

HRID 1759705Notes

Reaction equation

HRID 1759705 reaction equation
FC(F)(F)C(O)=O.[O:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[NH:17][C@H:18]([C:39]([O:41]C(C)(C)C)=[O:40])[CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]2[NH:33][CH2:34][CH2:35][CH2:36][N:37]=2)=[CH:22][CH:21]=1.C1(C)C=CC=CC=1>ClCCl>[O:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]=[C:9]1[NH:17][C@H:18]([C:39]([OH:41])=[O:40])[CH2:19][C:20]1[CH:21]=[CH:22][C:23]([O:26][CH2:27][CH2:28][CH2:29][C:30](=[O:38])[NH:31][C:32]2[NH:33][CH2:34][CH2:35][CH2:36][N:37]=2)=[CH:24][CH:25]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 6422Trifluoroacetic acidHCID 69733402HCID 69733402, compound

Product 1

HCID 9804526HCID 9804526, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3 ml of trifluoroacetic acid is added to 200 mg of ester 6-2 in 10 ml of dichloromethane, agitation is carried out for 2 hours at ambient temperature then 10 ml of toluene is added. After evaporating under reduced pressure, taking up in dichloromethane and crystallizing by adding an Et2O/pentane mixture, 175 mg of 6-3 is obtained.

Workup

  1. customAfter evaporating under reduced pressure
  2. customcrystallizing
  3. additionby adding an Et2O/pentane mixture

Sources & evidence

ORD record
ord-80a04073da39434db1d3e0137ccc9c06
Source dataset
uspto-grants-2005_01
Patent number
US06838453B2

Reaction notes

Loading…