Hydrochloric Acid → HCID 19005973, compound

HRID 1743002Notes

Reaction equation

HRID 1743002 reaction equation
[ClH:1].C([N:9]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:17][N:16]=[N:15]2)[CH2:10]1)C1C=CC=CC=1.Cl>CO.[Pd]>[ClH:1].[CH2:22]([O:21][C:19]([C:18]1[N:14]([CH:11]2[CH2:12][CH2:13][NH:9][CH2:10]2)[N:15]=[N:16][CH:17]=1)=[O:20])[CH3:23]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19006035HCID 19006035, compound

Product 1

HCID 19005973HCID 19005973, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-benzyl-3-(5-ethoxy carbonyl -1,2,3-triazol-1-yl)pyrrolidine hydrochloride (2 g, 0.0061 mol) in methanol (100 ml) was added 10% Pd/C (200 mg) and concentrated HCl (1 ml). The suspension was hydrogenated at r.t. and 50 psi pressure for 20 hrs. The Pd/C was removed by filtration and the solution was concentrated. The residue was crystallized from methanol/ether to obtain crystalline white compound. Yield: 135 mg (93.29%). 1H NMR (D2O) δ: 1.42 (t, 3H), 2.52-2.86 (m, 2H), 3.65-3.75 (m, 2H), 3.87-4.08 (m, 2H), 3.47 (q, 2H), 5.58-5.69 (m, 1H), 8.69 (s, 1H).

Workup

  1. customwas hydrogenated at r.t.
  2. customThe Pd/C was removed by filtration
  3. concentrationthe solution was concentrated
  4. customThe residue was crystallized from methanol/ether
  5. customto obtain crystalline white compound

Sources & evidence

ORD record
ord-32a03499071746659ddef5d814d2a65e
Source dataset
uspto-grants-1994_08
Patent number
US05342846

Reaction notes

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