Trifluoroacetic acid → HCID 89601169, compound

HRID 2174583Notes

Reaction equation

HRID 2174583 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH:10][C:11]2[N:16]=[CH:15][C:14](/[CH:17]=[CH:18]/[C:19]([O:21]C(C)(C)C)=[O:20])=[CH:13][CH:12]=2)=[O:9])[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>C(Cl)Cl>[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([NH:10][C:11]2[N:16]=[CH:15][C:14](/[CH:17]=[CH:18]/[C:19]([OH:21])=[O:20])=[CH:13][CH:12]=2)=[O:9])[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89602354HCID 89602354, compound

Product 1

HCID 89601169HCID 89601169, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 58c (550 mg, 1.58 mmol) in CH2Cl2(10 ml) was treated with trifluoro acetic acid (1.22 ml) at 20-35° C. for 2 h. The progress of the reaction was monitored by TLC. After 16 h of stirring, the clear solution was concentrated under vacuum and the resultant solid was washed with diethyl ether to get the desired compound as a creamy white solid (400 mg, 87%). MS (ES) m/e 290.1 (M−H)+.

Workup

  1. concentrationthe clear solution was concentrated under vacuum
  2. washthe resultant solid was washed with diethyl ether

Sources & evidence

ORD record
ord-a52a626be434444ab53959206d156618
Source dataset
uspto-grants-2015_06
Patent number
US09062002B2

Reaction notes

Loading…