Trifluoroacetic acid → HCID 67236120, compound

HRID 1505325Notes

Reaction equation

HRID 1505325 reaction equation
[CH3:1][C@@H:2]([NH:23]C(=O)OC(C)(C)C)[C:3]([NH:5][C:6]1[CH:7]=[N:8][C:9]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH:20]([CH3:22])[CH3:21])[CH:14]=2)=[CH:10][CH:11]=1)=[O:4].C(O)(C(F)(F)F)=O>ClCCl>[CH3:22][CH:20]([O:19][C:15]1[CH:14]=[C:13]([O:12][C:9]2[N:8]=[CH:7][C:6]([NH:5][C:3](=[O:4])[C@@H:2]([CH3:1])[NH2:23])=[CH:11][CH:10]=2)[CH:18]=[CH:17][CH:16]=1)[CH3:21]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71006877HCID 71006877, compound2×

Product 1

HCID 67236120HCID 67236120, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,1-dimethylethyl ((1R)-1-methyl-2-{[6-({3-[(1-methylethyl)oxy]phenyl}oxy)-3-pyridinyl]amino}-2-oxoethyl)carbamate (Intermediate 31, 400 mg, 0.96 mmol) in dichloromethane (14 mL) was added TFA (6 mL) portionwise during 15 minutes at 0° C. The resulting mixture was stirred at room temperature for 2 hours. The solvent was distilled off to afford the title compound (260 mg, 85%) as a grey oil.

Workup

  1. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-40c619555eaa406f9b90d7380357b6b8
Source dataset
uspto-grants-2015_12
Patent number
US09216967B2

Reaction notes

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