Trifluoroacetic acid → HCID 67235286, compound

HRID 1505363Notes

Reaction equation

HRID 1505363 reaction equation
[CH3:1][CH:2]([CH3:31])[C@@H:3]([NH:23]C(=O)OC(C)(C)C)[C:4]([NH:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:14]2[CH:19]=[CH:18][C:17]([CH3:20])=[C:16]([O:21][CH3:22])[CH:15]=2)=[CH:9][CH:8]=1)=[O:5].C(O)(C(F)(F)F)=O>ClCCl>[CH3:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][C:10]2[CH:11]=[CH:12][C:7]([NH:6][C:4](=[O:5])[C@@H:3]([CH:2]([CH3:31])[CH3:1])[NH2:23])=[CH:8][CH:9]=2)=[CH:15][C:16]=1[O:21][CH3:22]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 683224551,1-dimethylethyl ((1R)-2-methyl-1-{[(4-{[4-methyl-3-(methyloxy)phenyl]oxy}phenyl)amino]carbonyl}propyl)carbamate2×

Product 1

HCID 67235286HCID 67235286, compoundYield 80.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl ((1R)-2-methyl-1-{[(4-{[4-methyl-3-(methyloxy)phenyl]oxy}phenyl)amino]carbonyl}propyl)carbamate (Intermediate 82, 110 mg) in dry dichloromethane (3 mL), TFA (1 mL, 12.98 mmol) was added and the reaction mixture was stirred for 1 hour at room temperature. The solvent and the excess of TFA were evaporated and the residue was purified by SCX cartridge (5 g) to afford the title compound as a yellow pale solid (68 mg).

Workup

  1. customThe solvent and the excess of TFA were evaporated
  2. customthe residue was purified by SCX cartridge (5 g)

Sources & evidence

ORD record
ord-ef51a50d38804daca28be3f545611bfe
Source dataset
uspto-grants-2015_12
Patent number
US09216967B2

Reaction notes

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