Hydrochloric Acid → HCID 90415687, compound

HRID 922124Notes

Reaction equation

HRID 922124 reaction equation
[CH3:1][O:2][C:3]1([CH3:15])[CH2:14][CH2:13][C:6]2([NH:10]C(=O)N[C:7]2=[O:12])[CH2:5][CH2:4]1.[OH-:16].[K+].[ClH:18]>>[ClH:18].[NH2:10][C:6]1([C:7]([OH:12])=[O:16])[CH2:5][CH2:4][C:3]([O:2][CH3:1])([CH3:15])[CH2:14][CH2:13]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 59533772HCID 59533772, compound

Product 1

HCID 90415687HCID 90415687, compound

Procedure

169.5 g of the compound from Example 13A in 970 ml of 30% strength aqueous potassium hydroxide solution were heated under reflux for 20 hours. After cooling, the reaction mixture was adjusted to pH 2 by addition of 670 ml of concentrated aqueous hydrogen chloride solution, the precipitate was filtered off with suction and the filtrate was concentrated. This gave 110.7 g of a crude product as a mixture of diastereomers which still contains salts and was reacted without further purification.

Workup

  1. temperatureunder reflux for 20 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitate was filtered off with suction
  4. concentrationthe filtrate was concentrated
  5. additionThis gave 110.7 g of a crude product as a mixture of diastereomers which still contains salts
  6. customwas reacted without further purification

Sources & evidence

ORD record
ord-3f780837ff4a40508b05897b54880599
Source dataset
uspto-grants-2016_03
Patent number
US09278925B2

Reaction notes

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