Trifluoroacetic acid → HCID 66603393, compound

HRID 80465Notes

Reaction equation

HRID 80465 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH:19]1[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]1)[C:14](=[O:32])[N:13]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[C:36]([O:42][CH3:43])[CH:35]=1)[C:12]2=[O:44])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O.C([O-])([O-])=O.[K+].[K+]>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[N:15]([CH:19]1[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]1)[C:14](=[O:32])[N:13]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[C:36]([O:42][CH3:43])[CH:35]=1)[C:12]2=[O:44])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 11430Potassium CarbonateHCID 595870451,1-Dimethylethyl 4-[6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carboxylate

Product 1

HCID 66603393HCID 66603393, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3.5 g of 1,1-dimethylethyl 4-[6-(benzyloxy)-3-(3,4-dimethoxybenzyl)-2,4-dioxo-3,4-dihydroquinazolin-1(2H)-yl]piperidine-1-carboxylate obtained in stage 1.5 and 25 ml of TFA in 50 ml of DCM is stirred at AT for 2 h 00. The mixture is neutralized with K2CO3. It is filtered and the filtrate is evaporated under reduced pressure. The residue is taken up in DCM and washed with a saturated NaHCO3 solution and then with an 8% NaOH solution. The solution is dried over Na2SO4 and filtered, and the solvent is evaporated under reduced pressure to give 2.67 g of the expected product.

Workup

  1. filtrationIt is filtered
  2. customthe filtrate is evaporated under reduced pressure
  3. washwashed with a saturated NaHCO3 solution
  4. dry with materialThe solution is dried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-c301536af31c4296a65105ce82f6d424
Source dataset
uspto-grants-2014_09
Patent number
US08846654B2

Reaction notes

Loading…