Trifluoroacetic acid → HCID 9885552, compound

HRID 1280817Notes

Reaction equation

HRID 1280817 reaction equation
C([O:5][C:6](=[O:31])[CH2:7][O:8][C:9]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:10]=1[C:11]([NH:27][C:28]([NH2:30])=[O:29])=[C:12]([CH2:25][CH3:26])[N:13]2[CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:25]([C:12]1[N:13]([CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:14]2[C:10]([C:11]=1[NH:27][C:28]([NH2:30])=[O:29])=[C:9]([O:8][CH2:7][C:6]([OH:31])=[O:5])[CH:17]=[CH:16][CH:15]=2)[CH3:26]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 12015899HCID 12015899, compound

Product 1

HCID 9885552HCID 9885552, compoundYield 46.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of [[2-ethyl-1-(phenylmethyl)-3-ureido-1H-indol-4-yl]oxy]acetic acid tert-butyl ester (0.2 g) and trifluoroacetic acid (0.3 mL) in 5 mL of methylene chloride was stirred at room temperature for 18 hours. After concentrating to dryness, the resulting solid was slurried in ether, filtered and air dried to give 0.08 g of titled compound. Mass spectrum: 368.

Workup

  1. concentrationAfter concentrating to dryness
  2. filtrationfiltered
  3. customair dried

Sources & evidence

ORD record
ord-180ffc2ce88647bca74589abc746d926
Source dataset
uspto-grants-2002_09
Patent number
US06451839B1

Reaction notes

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