Trifluoroacetic acid → Trifluoroacetic acid

HRID 1045800Notes

Reaction equation

HRID 1045800 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)=[N:11][C:10]([CH3:26])=[N:9]2)=[CH:4][C:3]=1[CH3:27].[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31]>ClCCl>[C:30]([OH:32])([C:29]([F:34])([F:33])[F:28])=[O:31].[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH:13]3[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]3)=[N:11][C:10]([CH3:26])=[N:9]2)=[CH:4][C:3]=1[CH3:27]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86685827HCID 86685827, compound

Product 2

HCID 6422Trifluoroacetic acidYield 0.1%HCID 86685828HCID 86685828, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from step B (145.7 mg, 0.373 mmol) was dissolved in anhydrous dichloromethane (1 mL). Trifluoroacetic acid (100 uL, 1.298 mmol) was added dropwise with stirring. The reaction solution was stirred at room temperature for 16 h. The solution was concentrated and the crude residue was purified by RP-HPLC(C18; acetonitrile, water, 0.1% TFA) to afford the title compound. HPLC/MS: 291.0/293.0 (M+1), Rt=2.09 (LC4).

Workup

  1. stirringThe reaction solution was stirred at room temperature for 16 h
  2. concentrationThe solution was concentrated
  3. customthe crude residue was purified by RP-HPLC(C18

Sources & evidence

ORD record
ord-5842021e148741748dccb0762c18120a
Source dataset
uspto-grants-2013_10
Patent number
US08569299B2

Reaction notes

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