Trifluoroacetic acid → HCID 23151166, compound

HRID 2111830Notes

Reaction equation

HRID 2111830 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]3[C:30](=[O:31])[C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[N:23]=[C:22]3[CH3:32])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)(Cl)Cl>[CH3:32][C:22]1[N:21]([C:18]2[CH:17]=[CH:16][C:15]([O:14][CH:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[CH:20][CH:19]=2)[C:30](=[O:31])[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:23]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23151302HCID 23151302, compound

Product 1

HCID 23151166HCID 23151166, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3-{4-[(1-t-butoxycarbonyl-4-piperidinyl)oxy]phenyl}-2-methyl-4(3H)-quinazolinone (1.1 g, 2.53 mmol) was dissolved in chloroform (10 mL), trifluoroacetic acid (10 mL) was added and the mixture stirred at room temperature for 30 minutes. The solvent was distilled off under reduced pressure, ethyl acetate and 2N sodium hydroxide aqueous solution were added, the mixture was extracted with ethyl acetate, and the organic phase was dried with anhydrous sodium sulfate. The sodium sulfate was filtered off, and the filtrate was concentrated and dried to obtain the target substance (0.83 g, 98%) as a lavender-colored solid.

Workup

  1. distillationThe solvent was distilled off under reduced pressure, ethyl acetate and 2N sodium hydroxide aqueous solution
  2. additionwere added
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialthe organic phase was dried with anhydrous sodium sulfate
  5. filtrationThe sodium sulfate was filtered off
  6. concentrationthe filtrate was concentrated
  7. customdried
  8. customto obtain the target substance (0.83 g, 98%) as a lavender-colored solid

Sources & evidence

ORD record
ord-e91a47162f2e4388a3be4c79596169e3
Source dataset
uspto-grants-2009_04
Patent number
US07521455B2

Reaction notes

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