Trifluoroacetic acid → HCID 11226087, compound

HRID 2421040Notes

Reaction equation

HRID 2421040 reaction equation
[Cl:1][C:2]1[CH:14]=[CH:13][C:12]([C:15]([NH:17][CH2:18][C@@H:19]([OH:37])[CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([O:27][C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[C:29]=3[CH3:36])[CH2:23][CH2:22]2)=[O:16])=[CH:11][C:3]=1[C:4]([O:6]C(C)(C)C)=[O:5].FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:14]=[CH:13][C:12]([C:15]([NH:17][CH2:18][C@@H:19]([OH:37])[CH2:20][N:21]2[CH2:22][CH2:23][CH:24]([O:27][C:28]3[CH:33]=[CH:32][C:31]([Cl:34])=[C:30]([Cl:35])[C:29]=3[CH3:36])[CH2:25][CH2:26]2)=[O:16])=[CH:11][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86611251HCID 86611251, compound

Product 1

HCID 11226087HCID 11226087, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 2-chloro-5-[({(2R)-3-[4-(3,4-dichloro-2-methylphenoxy)piperidin-1-yl]-2-hydroxypropyl}amino)carbonyl]benzoate (0.14 g) in DCM (5 mL) was treated with trifluoroacetic acid (1.5 mL) and the mixture was stirred for 1.5 h. The solvent was evaporated. The product was purified by RPHPLC (Symmetry, 0.1% ammonium acetate/acetonitrile) to yield the title compound as a white solid. (0.05g).

Workup

  1. customThe solvent was evaporated
  2. customThe product was purified by RPHPLC (Symmetry, 0.1% ammonium acetate/acetonitrile)

Sources & evidence

ORD record
ord-480ea5d5e1aa40f89a8845598f9fc69f
Source dataset
uspto-grants-2011_06
Patent number
US07956070B2

Reaction notes

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