Trifluoroacetic acid → HCID 67235885, compound

HRID 1023542Notes

Reaction equation

HRID 1023542 reaction equation
CC([N:5]([C@H:9]([CH3:29])[C:10]([NH:12][C:13]1[CH:14]=[N:15][C:16]([O:19][C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[C:22]([O:27][CH3:28])[CH:21]=2)=[CH:17][CH:18]=1)=[O:11])C(=O)[O-])(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH3:26][C:23]1[CH:24]=[CH:25][C:20]([O:19][C:16]2[N:15]=[CH:14][C:13]([NH:12][C:10](=[O:11])[C@@H:9]([CH3:29])[NH2:5])=[CH:18][CH:17]=2)=[CH:21][C:22]=1[O:27][CH3:28]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 866735881,1-dimethylethyl{(1R)-1-methyl-2-[(6-{[4-methyl-3-(methyloxy)phenyl]oxy}-3-pyridinyl)amino]-2-oxoethyl}carbamate2×

Product 1

HCID 67235885HCID 67235885, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl{(1R)-1-methyl-2-[(6-{[4-methyl-3-(methyloxy)phenyl]oxy}-3-pyridinyl)amino]-2-oxoethyl}carbamate (Intermediate 51, 350 mg) in dry dichloromethane (7.5 mL), TFA (2.5 mL, 32.4 mmol) was slowly added and the reaction mixture was stirred for 1.5 hours at room temperature. The solvent and the excess of TFA were evaporated and the residue was purified with an SCX cartridge (10 g) to afford the title compound as a colourless oil (258 mg).

Workup

  1. customThe solvent and the excess of TFA were evaporated
  2. customthe residue was purified with an SCX cartridge (10 g)

Sources & evidence

ORD record
ord-397dd9b82e3549b782123c758421e982
Source dataset
uspto-grants-2014_05
Patent number
US08722695B2

Reaction notes

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