Trifluoroacetic acid → HCID 73297073, compound

HRID 623766Notes

Reaction equation

HRID 623766 reaction equation
[CH2:1]([N:8]1[C:12]([C:13]([F:16])([F:15])[F:14])=[C:11]([CH3:17])[C:10]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)=[C:9]1[C:25]([N:27]([CH2:31][C:32]([O:34]C(C)(C)C)=O)[CH2:28][CH2:29][OH:30])=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([N:8]1[C:12]([C:13]([F:14])([F:15])[F:16])=[C:11]([CH3:17])[C:10]([C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)=[C:9]1[C:25]([N:27]1[CH2:31][CH2:32][O:34][C:29](=[O:30])[CH2:28]1)=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86711852HCID 86711852, compound

Product 1

HCID 73297073HCID 73297073, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl 2-(1-benzyl-3-(4-chlorophenyl)-N-(2-hydroxyethyl)-4-methyl-5-(trifluoromethyl)-1H-pyrrole-2-carboxamido)acetate (171 mg, 0.310 mmol) was dissolved in DCM (18 mL). TFA (2 mL) was added and the reaction mixture was stirred at room temperature for 3 h. The solvent was removed under reduced pressure and the residue co-evaporated with DCM (2×). The product was purified by flash chromategraphy (silica, gradient heptane/EtOAc, 1:0→2:1), to give 97 mg (66%) of SC-50.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customThe product was purified by flash chromategraphy (silica, gradient heptane/EtOAc, 1:0→2:1)
  3. customto give 97 mg (66%) of SC-50

Sources & evidence

ORD record
ord-d15e7cd0d70343b4824551c9721b4cba
Source dataset
uspto-grants-2016_04
Patent number
US09302988B2

Reaction notes

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