Hydrochloric Acid → 3,5-Dichlorobenzyl 4-aminopiperidine-1-carboxylate

HRID 1480392Notes

Reaction equation

HRID 1480392 reaction equation
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=2)=[O:16])[CH2:11][CH2:10]1)=O)(C)(C)C.Cl.O1CCOCC1>C(Cl)Cl>[NH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[C:21]([Cl:26])[CH:20]=2)=[O:16])[CH2:13][CH2:14]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 680374753,5-Dichlorobenzyl 4-(tert-butoxycarbonylamino)piperidine-1-carboxylate

Product 1

HCID 580558583,5-Dichlorobenzyl 4-aminopiperidine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3,5-Dichlorobenzyl 4-((tert-butoxycarbonyl)amino)piperidine-1-carboxylate (step 1) (3.53 g, 8.75 mmol) was dissolved in DCM (20 ml). 4M HCl in dioxane (22 ml, 88 mmol) was added which resulted in the formation of a white solid. After gas evolution ceased, DCM (20 ml) was added and the reaction mixture was stirred vigorously for 4 hrs. The resulting mixture was filtered and the white solid was dried in a vacuum oven under reduced pressure to afford the title compound as a hydrochloride salt;

Workup

  1. customresulted in the formation of a white solid
  2. filtrationThe resulting mixture was filtered
  3. customthe white solid was dried in a vacuum oven under reduced pressure

Sources & evidence

ORD record
ord-bc8be09c7da8421ca3597640af753f5d
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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