Trifluoroacetic acid → HCID 71257611, compound

HRID 1619461Notes

Reaction equation

HRID 1619461 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][S:16]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([S:25](=[O:42])(=[O:41])[NH:26][C:27]3[CH:32]=[CH:31][C:30]([N:33]([CH3:35])[CH3:34])=[C:29]([C:36]4[O:37][CH:38]=[CH:39][CH:40]=4)[CH:28]=3)[CH:20]=2)(=[O:18])=[O:17])[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:34][N:33]([CH3:35])[C:30]1[CH:31]=[CH:32][C:27]([NH:26][S:25]([C:21]2[CH:20]=[C:19]([S:16]([NH:15][CH2:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)(=[O:18])=[O:17])[CH:24]=[CH:23][CH:22]=2)(=[O:42])=[O:41])=[CH:28][C:29]=1[C:36]1[O:37][CH:38]=[CH:39][CH:40]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53361247HCID 53361247, compound

Product 1

HCID 71257611HCID 71257611, compoundYield 103%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution (10 ml) of Y244 (332 mg, 0.53 mmol) produced in Example 5 in dichloromethane was added trifluoroacetic acid (3 ml), and the mixture was stirred at room temperature for 20 min. Then, the reaction mixture was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (eluent; chloroform:methanol (8:1-3:1)) to give the title compound (283 mg, 87%).

Workup

  1. concentrationThen, the reaction mixture was concentrated under reduced pressure
  2. customthe obtained residue was purified by silica gel column chromatography (eluent; chloroform:methanol (8:1-3:1))

Sources & evidence

ORD record
ord-cae6b79c274547a296f56d299d6c1122
Source dataset
uspto-grants-2014_07
Patent number
US08772297B2

Reaction notes

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