Trifluoroacetic acid → HCID 59336142, compound

HRID 2359513Notes

Reaction equation

HRID 2359513 reaction equation
[CH:1]1([CH2:4][N:5]2[CH2:10][CH2:9][CH:8]([N:11]([CH3:33])[C:12](=[O:32])[CH2:13][NH:14][C:15]3[C:20]([CH3:21])=[CH:19][N:18]=[C:17]([NH:22]CC4C=CC(OC)=CC=4)[N:16]=3)[CH2:7][CH2:6]2)[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:22][C:17]1[N:16]=[C:15]([NH:14][CH2:13][C:12]([N:11]([CH:8]2[CH2:9][CH2:10][N:5]([CH2:4][CH:1]3[CH2:3][CH2:2]3)[CH2:6][CH2:7]2)[CH3:33])=[O:32])[C:20]([CH3:21])=[CH:19][N:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 25120845HCID 25120845, compound

Product 1

HCID 59336142HCID 59336142, compoundYield 68.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

Compound 107 (24.9 mg) was dissolved in methylene chloride (1 mL). While the solution was cooled with ice, trifluoroacetic acid (3 mL) was added. The reaction mixture was stirred at room temperature (20 to 30° C.) overnight. After the reaction was completed, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (methylene chloride:methanol=10:1 to 4:1) to give 12.6 mg (68% yield) of the desired product as a white amorphous.

Workup

  1. additionwas added
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe resulting residue was purified by silica gel column chromatography (methylene chloride:methanol=10:1 to 4:1)

Sources & evidence

ORD record
ord-8834beb6b6e6469f8ad117a0bde2d1a7
Source dataset
uspto-grants-2014_04
Patent number
US08685989B2

Reaction notes

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