Trifluoroacetic acid → HCID 131718083, compound

HRID 2255095Notes

Reaction equation

HRID 2255095 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([CH2:14][CH2:15][CH3:16])[N:8]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]([O:32]C(C)(C)C)=[O:31])=[CH:20][CH:19]=1)[C:7]2=[O:37])([CH3:3])[CH3:2].FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1>C(Cl)Cl>[CH:1]([C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[N:10]=[C:9]([CH2:14][CH2:15][CH3:16])[N:8]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]([OH:32])=[O:31])=[CH:20][CH:19]=1)[C:7]2=[O:37])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 131718084HCID 131718084, compound

Product 1

HCID 131718083HCID 131718083, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 6-isopropyl-2-n-propyl-3-[(2'-(t-butoxycarbonyl)biphen-4-yl)-methyl]-quinazolin-4(3H)-one (0.198 g, 0.44 mmol) in a mixture of methylene chloride (3 ml) and anhydrous trifluoro acetic acid (3 ml) containing anisole (0.05 ml) was stirred at room temperature for 4 hours. The solvent was then removed under reduced pressure and the residue was triturated with dry ether to give the solid product, which was then collected by filteration and dried in vacuo over NaOH and P2O5 to give the desired product as the mono trifluoroacetate salt. 1H-NMR(CDCl3): 0.91 (t, 3H, J=7.35 Hz), 1.32 (d, 6H, J=6.9 Hz), 1.47 (m, 2H), 1.72 (m, 2H), 3.12 (m, 3H), 5.48 (s, 2H), 7.14-7.96 (m, 11H), 8.16 (d, 1H, J=1.9 Hz). FAB-MS m/e 399 (M+H).

Workup

  1. customThe solvent was then removed under reduced pressure
  2. customthe residue was triturated with dry ether
  3. customto give the solid product, which
  4. customwas then collected by filteration
  5. dry with materialdried in vacuo over NaOH and P2O5

Sources & evidence

ORD record
ord-512109e00cf547bcb6a9e1bb1ef53246
Source dataset
uspto-grants-1993_08
Patent number
US05238942

Reaction notes

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