Hydrochloric Acid → HCID 66680823, compound

HRID 659207Notes

Reaction equation

HRID 659207 reaction equation
C(OC(=O)[NH:10][CH:11]1[CH2:14][CH2:13][CH:12]1[N:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1)C1C=CC=CC=1.[ClH:21].O1CCOCC1>CO.[Pd]>[ClH:21].[N:15]1([CH:12]2[CH2:13][CH2:14][CH:11]2[NH2:10])[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58062919HCID 58062919, compound

Product 1

HCID 66680823HCID 66680823, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

(2-Pyrrolidin-1-yl-cyclobutyl)-carbamic acid benzyl ester (intermediate AA, 475 mg, 1.7 mmol) was dissolved in 25 mL methanol and 4N HCl in dioxane (870 mL, 3.4 mmol) and palladium on charcoal (10%, 184 mg, 0.17 mmol) were added. The reaction mixture was hydrogenated at room temperature with a H2-balloon over night. The palladium on charcoal was filtered off and the solvent was evaporated. The crude product was used without any further purification, light yellow semisolid (525 mg, 99%). The 2 diastereomers were not separated.

Workup

  1. waitThe reaction mixture was hydrogenated at room temperature with a H2-balloon over night
  2. filtrationThe palladium on charcoal was filtered off
  3. customthe solvent was evaporated
  4. customThe crude product was used without any further purification, light yellow semisolid (525 mg, 99%)
  5. customThe 2 diastereomers were not separated

Sources & evidence

ORD record
ord-43f4e6599b05428281b8e78821843bf7
Source dataset
uspto-grants-2011_12
Patent number
US08080541B2

Reaction notes

Loading…