Hydrochloric Acid → HCID 66680823, compound

HRID 1950920Notes

Reaction equation

HRID 1950920 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-b4e1aa61d0354b0b8044d26b9a6a0dc3
Source dataset
uspto-grants-2013_03
Patent number
US08404673B2

Reaction notes

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