Trifluoroacetic acid → HCID 68379877, compound

HRID 513165Notes

Reaction equation

HRID 513165 reaction equation
CC([CH2:5][N:6]([CH2:10][CH2:11][NH:12][C:13](=[O:39])[CH2:14][C@@H:15]1[N:21]=[C:20]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)[C:19]2[CH:29]=[C:30]([O:33][CH3:34])[CH:31]=[CH:32][C:18]=2[N:17]2[C:35]([CH3:38])=[N:36][N:37]=[C:16]12)C(=O)[O-])(C)C.[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43]>C(Cl)Cl>[F:40][C:41]([F:46])([F:45])[C:42]([OH:44])=[O:43].[Cl:28][C:25]1[CH:26]=[CH:27][C:22]([C:20]2[C:19]3[CH:29]=[C:30]([O:33][CH3:34])[CH:31]=[CH:32][C:18]=3[N:17]3[C:35]([CH3:38])=[N:36][N:37]=[C:16]3[C@H:15]([CH2:14][C:13]([NH:12][CH2:11][CH2:10][NH:6][CH3:5])=[O:39])[N:21]=2)=[CH:23][CH:24]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131733280HCID 131733280, compound

Product 1

HCID 68379877HCID 68379877, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
25 °C

Procedure

Intermediate 16 (189 mg, 0.342 mmol) and trifluoroacetic acid (0.022 mL, 0.285 mmol) were dissolved in DCM (3 mL) and stirred at 25° C. under N2 for 2 h. The solvent was evaporated under vacuum and the residue obtained dissolved in DCM and re-evaporated under vacuum to give a yellow oil which was dried under high vacuum to afford the title compound as a yellow solid (153 mg, 0.270 mmol, 95% yield). LC/MS (M(35Cl)+H)+ 453, (M(37Cl)+H)+ 455; RT 0.74 min.

Workup

  1. customThe solvent was evaporated under vacuum
  2. customthe residue obtained
  3. customre-evaporated under vacuum
  4. customto give a yellow oil which
  5. customwas dried under high vacuum

Sources & evidence

ORD record
ord-30e115e0858044d3885e7d1cb0fcc1c1
Source dataset
uspto-grants-2015_08
Patent number
US09102677B2

Reaction notes

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