Hydrogen chloride-ethyl acetate → Carbostyrilhydrochloride

HRID 2193185Notes

Reaction equation

HRID 2193185 reaction equation
C(OC(=O)N(CC1C=CC2OCCOC=2C=1)C1CCN(CC[N:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18][C:17]2=[O:26])CC1)(C)(C)C.[ClH:39].C(OCC)(=O)C>>[ClH:39].[NH:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][C:17]1=[O:26]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59397846HCID 59397846, compound

Product 1

HCID 18755291Carbostyrilhydrochloride

Procedure

To 0.13 g of tert-butyl(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)(1-(2-(2-oxoquinolin-1(2H)-yl)ethyl)piperidin-4-yl)carbamate, 10 mL of 4 mol/L hydrogen chloride/ethyl acetate solution was added, and left to stand at room temperature for 3 days. The solvent was removed under reduced pressure, 2-propanol was added to the residue obtained and the solvent was removed under reduced pressure. Ethyl acetate was added to the residue thus obtained and the resulting solid was filtered to afford 0.10 g of 1-(2-(4-(2,3-dihydro-1,4-benzodioxin-6-ylmethyl)amino)piperidin-1-yl)ethyl)-quinolin-2(1H)one hydrochloride as a yellow solid.

Workup

  1. waitleft
  2. customThe solvent was removed under reduced pressure, 2-propanol
  3. additionwas added to the residue
  4. customobtained
  5. customthe solvent was removed under reduced pressure
  6. additionEthyl acetate was added to the residue
  7. customthus obtained
  8. filtrationthe resulting solid was filtered

Sources & evidence

ORD record
ord-05bc832e77494b038b3e531c63a9d462
Source dataset
uspto-grants-2012_12
Patent number
US08329694B2

Reaction notes

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