Trifluoroacetic acid → HCID 86685832, compound

HRID 1045802Notes

Reaction equation

HRID 1045802 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([CH:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)=[CH:12][C:11]([CH3:27])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31]>ClCCl>[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31].[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([CH:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[CH:12][C:11]([CH3:27])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86685834HCID 86685834, compound

Product 1

HCID 86685832HCID 86685832, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The crude product from step A (801 mg, 2.033 mmol) was dissolved in anhydrous dichloromethane (4 mL). Trifluoroacetic acid (2 mL, 26 mmol) was added dropwise. Then the solution was stirred at room temperature for 3 hours. The solution was concentrated and volatiles were removed by azeotroping with toluene. The resulting crude product was purified by RP-HPLC(C18; 5% to 50% acetonitrile/water+0.05% TFA) to afford the title compound. HPLC/MS: 294.1/296.1 (M+1); 2.08 min (LC4).

Workup

  1. concentrationThe solution was concentrated
  2. customvolatiles were removed
  3. customby azeotroping with toluene
  4. customThe resulting crude product was purified by RP-HPLC(C18

Sources & evidence

ORD record
ord-5520b83682f84fe7b6d482bf3b360bc3
Source dataset
uspto-grants-2013_10
Patent number
US08569299B2

Reaction notes

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