Sodium Bicarbonate → HCID 24880181, compound

HRID 2389305Notes

Reaction equation

HRID 2389305 reaction equation
Cl.[NH2:2][C@:3]([CH3:27])([CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([S:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:17]=2)=[CH:11][C:10]=1[Cl:26])[CH2:4][OH:5].C(=O)([O-])O.[Na+]>C(OCC)(=O)C>[NH2:2][C@:3]([CH3:27])([CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([S:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([F:25])([F:23])[F:24])[CH:17]=2)=[CH:11][C:10]=1[Cl:26])[CH2:4][OH:5]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 67106091HCID 67106091, compound

Product 1

HCID 24880181HCID 24880181, compoundYield 104.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of the compound of Example 27 (9.3 g) in ethyl acetate (450 mL) was added saturated aqueous sodium hydrogen carbonate solution (450 mL), and the resultant solution was stirred at room temperature for 10 minutes. The organic layer was washed with water and saturated brine in that order, and then dried over anhydrous sodium sulfate. The solvent was evaporated, and the resultant residue was purified by NH-silica gel column chromatography (ethyl acetate:methanol=4:1) to obtain the target product (8.9 g) as a white powder.

Workup

  1. washThe organic layer was washed with water and saturated brine in that order
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent was evaporated
  4. customthe resultant residue was purified by NH-silica gel column chromatography (ethyl acetate:methanol=4:1)

Sources & evidence

ORD record
ord-eedb43d5155540a088307d95bd0627d1
Source dataset
uspto-grants-2012_09
Patent number
US08273748B2

Reaction notes

Loading…