Hydrochloric Acid → 3,5-Dichlorobenzyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate hydrochloride

HRID 1480456Notes

Reaction equation

HRID 1480456 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[C:26]([Cl:28])[CH:27]=1)[CH2:5][O:6][C:7]([NH:9][CH:10]1[CH2:16][CH:15]2[N:17](C(OC(C)(C)C)=O)[CH:12]([CH2:13][CH2:14]2)[CH2:11]1)=[O:8].Cl>O1CCOCC1>[ClH:1].[CH:15]12[NH:17][CH:12]([CH2:13][CH2:14]1)[CH2:11][CH:10]([NH:9][C:7](=[O:8])[O:6][CH2:5][C:4]1[CH:3]=[C:2]([Cl:1])[CH:27]=[C:26]([Cl:28])[CH:25]=1)[CH2:16]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86722680HCID 86722680, compound

Product 1

HCID 867226813,5-Dichlorobenzyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A reaction mixture comprising of tert-butyl 3-((((3,5-dichlorobenzyl)oxy)carbonyl)amino)-8-azabicyclo[3.2.1]octane-8-carboxylate (388.3 mg, 0.904 mmol) in dioxane (5 mL) was treated with 4M HCl in dioxane (0.678 mL, 2.71 mmol) and stirred at room temperature for 3 hours. The resulting mixture concentrated under reduced pressure. No further purification was carried out and the material was taken on crude to the next step.

Workup

  1. concentrationThe resulting mixture concentrated under reduced pressure
  2. customNo further purification

Sources & evidence

ORD record
ord-a7d1343e8cb847c39d82b31d49a4bb99
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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