3-benzyl-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-7-methoxy-3H-quinazolin-4-one → 6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-7-methoxy-3H-quinazolin-4-one

HRID 455911Notes

Reaction equation

HRID 455911 reaction equation
C([N:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][C:13]([O:30][CH3:31])=[C:14]([O:19][CH:20]3[CH2:29][CH2:28][C:23]4([O:27][CH2:26][CH2:25][O:24]4)[CH2:22][CH2:21]3)[CH:15]=2)[N:10]=[CH:9]1)C1C=CC=CC=1.[H][H]>C(O)(=O)C.[Pd]>[O:24]1[C:23]2([CH2:28][CH2:29][CH:20]([O:19][C:14]3[CH:15]=[C:16]4[C:11](=[CH:12][C:13]=3[O:30][CH3:31])[N:10]=[CH:9][NH:8][C:17]4=[O:18])[CH2:21][CH2:22]2)[O:27][CH2:26][CH2:25]1

Participants

5

Reactant 2

HCID 581572543-benzyl-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-7-methoxy-3H-quinazolin-4-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 1359917776-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-7-methoxy-3H-quinazolin-4-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

27.20 g of 3-benzyl-6-(1,4-dioxa-spiro[4.5]dec-8-yloxy)-7-methoxy-3H-quinazolin-4-one are dissolved in 270 ml glacial acetic acid, combined with 2.70 g palladium on activated charcoal (10%) and hydrogenated at 60° C. until the uptake of hydrogen has ended. Then the glacial acetic acid is distilled off using the rotary evaporator and evaporated off with toluene. The flask residue is mixed with water and made alkaline with saturated sodium hydrogen carbonate solution. The precipitate formed is suction filtered and dried.

Workup

  1. distillationThen the glacial acetic acid is distilled off
  2. customthe rotary evaporator
  3. customevaporated off with toluene
  4. additionThe flask residue is mixed with water
  5. customThe precipitate formed
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-e93988391e734ace98e7f887295a41ce
Source dataset
uspto-grants-2013_07
Patent number
US08497369B2

Reaction notes

Loading…