Trifluoroacetic acid → HCID 59336142, compound

HRID 1749310Notes

Reaction equation

HRID 1749310 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 roam 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-d723bd7f20ec4f618759dcf19b20f876
Source dataset
uspto-grants-2015_10
Patent number
US09156817B2

Reaction notes

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