HCID 67345595, compound → HCID 86656229, compound

HRID 1629743Notes

Reaction equation

HRID 1629743 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:11][C:12]2[CH:13]=[N:14][C:15]([CH3:23])=[C:16]([CH:18](OC)[O:19]C)[CH:17]=2)[CH2:9][CH3:10])=[CH:4][C:3]=1[CH3:24]>Cl.C(=O)(O)[O-].[Na+]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([NH:11][C:12]2[CH:17]=[C:16]([CH:18]=[O:19])[C:15]([CH3:23])=[N:14][CH:13]=2)[CH2:9][CH3:10])=[CH:4][C:3]=1[CH3:24]

Participants

4

Reactant 1

HCID 67345595HCID 67345595, compound

Product 1

HCID 86656229HCID 86656229, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 516892Sodium BicarbonateSolvent

Procedure

INT 49 (184 mg, 0.527 mmol) was heated at 80° C. in 1 M HCl (2.6 mL) for 2 hours. The mixture was cooled down and diluted with saturated aqueous sodium bicarbonate. The mixture was extracted with EtOAc and the organic layer was washed with brine, dried over sodium sulfate and concentrated. The product was used in the next step without further purification.

Workup

  1. temperatureThe mixture was cooled down
  2. extractionThe mixture was extracted with EtOAc
  3. washthe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated
  6. customThe product was used in the next step without further purification

Sources & evidence

ORD record
ord-d236fe5d48a743e38ea81d6a208ebe92
Source dataset
uspto-grants-2014_07
Patent number
US08791100B2

Reaction notes

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