Hydrochloric Acid → HCID 11725142, compound

HRID 1173324Notes

Reaction equation

HRID 1173324 reaction equation
ClCC([NH:5][CH2:6][C:7]1[C:8]([OH:28])=[C:9]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)[C:10]([C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:11][C:12]=1[C:13]([CH3:16])([CH3:15])[CH3:14])=O.Cl>C(O)C>[NH2:5][CH2:6][C:7]1[C:12]([C:13]([CH3:14])([CH3:15])[CH3:16])=[CH:11][C:10]([C:17]([CH3:18])([CH3:19])[CH3:20])=[C:9]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=2)[C:8]=1[OH:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86601170HCID 86601170, compound

Product 1

HCID 11725142HCID 11725142, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

To a mixture of 0.30 g (0.71 mmol) of the product from Step C in 20 mL ethanol was added 3 mL conc. hydrochloric acid and the resulting solution was stirred and heated overnight at 75° C. The reaction mixture was then cooled to room temperature, concentrated in vacuo and the residue was partitioned between EtOAc and saturated aqueous NaHCO3. The aqueous layer was separated and re-extracted with EtOAc. The organic layers were combined, dried Na2SO4), filtered and evaporated in vacuo to afford the title compound.

Workup

  1. temperatureThe reaction mixture was then cooled to room temperature
  2. concentrationconcentrated in vacuo
  3. customthe residue was partitioned between EtOAc and saturated aqueous NaHCO3
  4. customThe aqueous layer was separated
  5. extractionre-extracted with EtOAc
  6. filtrationdried Na2SO4), filtered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-db23526db24f429d8ba632d15f9a9d87
Source dataset
uspto-grants-2010_11
Patent number
US07834062B2

Reaction notes

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