Sodium Bicarbonate → HCID 59443017, compound

HRID 1959117Notes

Reaction equation

HRID 1959117 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([NH:18]C(=O)OC(C)(C)C)=[CH:15][CH:16]=3)[O:11][C:10]([CH3:27])([CH3:26])[CH:9]=2)=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+]>Cl.O1CCOCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[CH:13][C:14]([NH2:18])=[CH:15][CH:16]=3)[O:11][C:10]([CH3:27])([CH3:26])[CH:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 59443036HCID 59443036, compound

Product 1

HCID 59443017HCID 59443017, compound

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

A solution of the compound obtained in (4) described above (170 mg) in 4N hydrogen chloride/dioxane solution (3 mL) was stirred at room temperature for one hour. A saturated aqueous solution of sodium bicarbonate was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and brine, filtered through a column of porous diatomite (Chem Elut) and the filtrate was concentrated in vacuo to give the titled compound (115 mg) as a crude product (pale brown powder).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed successively with water and brine
  3. filtrationfiltered through a column of porous diatomite (Chem Elut)
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-a3cd20b066be43e3a80766c5c0161678
Source dataset
uspto-grants-2013_04
Patent number
US08410166B2

Reaction notes

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