Sodium Bicarbonate → 5-(3-Amino-cyclohexyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one

HRID 352237Notes

Reaction equation

HRID 352237 reaction equation
I.[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([N:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[C:14]([Cl:19])[C:13]=3[C:12]3=[N:20][O:21][C:22]([CH3:23])=[C:11]3[C:10]2=[O:24])[CH2:4]1.C([O-])(O)=O.[Na+]>>[NH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([N:9]2[C:18]3[CH:17]=[CH:16][CH:15]=[C:14]([Cl:19])[C:13]=3[C:12]3=[N:20][O:21][C:22]([CH3:23])=[C:11]3[C:10]2=[O:24])[CH2:4]1

Participants

3

Reactant 2

HCID 516892Sodium BicarbonateHCID 227137135-(3-Aminocyclohexyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-one hydroiodide

Product 1

HCID 227137145-(3-Amino-cyclohexyl)-9-chloro-3-methyl-5H-isoxazolo[4,3-c]quinolin-4-oneYield 98%

Procedure

A compound from Example 634 (350 mg,0.95 mmol) was treated with excess aqueous NaHCO3 and the mixture extracted with EtOAc. The combined extracts were dried over Na2SO4 and concentrated in vacuo to yield 309 mg (98%) of the title compound.

Workup

  1. extractionthe mixture extracted with EtOAc
  2. dry with materialThe combined extracts were dried over Na2SO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f1f4016b20b04d1a86714a40492d5889
Source dataset
uspto-grants-2004_06
Patent number
US06743794B2

Reaction notes

Loading…