Trifluoroacetic acid → HCID 67966844, compound

HRID 527510Notes

Reaction equation

HRID 527510 reaction equation
CC([N:5]([C@H:9]([CH3:29])[C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([O:19][C:20]2[C:28]3[CH2:27][O:26][CH2:25][C:24]=3[CH:23]=[CH:22][CH:21]=2)=[CH:15][CH:14]=1)=[O:11])C(=O)[O-])(C)C.C(O)(C(F)(F)F)=O>ClCCl>[CH2:25]1[C:24]2[CH:23]=[CH:22][CH:21]=[C:20]([O:19][C:16]3[CH:15]=[CH:14][C:13]([NH:12][C:10](=[O:11])[C@@H:9]([CH3:29])[NH2:5])=[CH:18][CH:17]=3)[C:28]=2[CH2:27][O:26]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86698404HCID 86698404, compound2×

Product 1

HCID 67966844HCID 67966844, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1,1-dimethylethyl((1R)-2-{[4-(1,3-dihydro-2-benzofuran-4-yloxy)phenyl]amino}-1-methyl-2-oxoethyl)carbamate (Intermediate 6, 108 mg) and TFA (1 ml) in dichloromethane (4 ml) was stirred under argon at room temperature. The reaction mixture was stirred at room temperature for 1 hour. The mixture was concentrated and the residue was purified by SCX to afford the title compound (81 mg).

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by SCX

Sources & evidence

ORD record
ord-b5bba603443d4e8086c0cc680045b342
Source dataset
uspto-grants-2016_05
Patent number
US09346790B2

Reaction notes

Loading…