Hydrochloric Acid → 2,2,2-Trifluoro-1-[8-(methylamino)-3-azabicyclo[3.2.1]oct-3-yl]-1-ethanone

HRID 411546Notes

Reaction equation

HRID 411546 reaction equation
Cl.[CH3:2][N:3]([CH:11]1[CH:16]2[CH2:17][CH2:18][CH:12]1[CH2:13][N:14]([C:19](=[O:24])[C:20]([F:23])([F:22])[F:21])[CH2:15]2)C(=O)OC(C)(C)C>C(OCC)(=O)C>[F:23][C:20]([F:21])([F:22])[C:19]([N:14]1[CH2:15][CH:16]2[CH:11]([NH:3][CH3:2])[CH:12]([CH2:18][CH2:17]2)[CH2:13]1)=[O:24]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18540973Tert-butyl methyl[3-(2,2,2-trifluoroacetyl)-3-azabicyclo[3.2.1]oct-8-yl]carbamate

Product 1

HCID 185409162,2,2-Trifluoro-1-[8-(methylamino)-3-azabicyclo[3.2.1]oct-3-yl]-1-ethanone

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

Ethyl acetate (100 mL) saturated with HCl (g) was added, at 0° C., to a solution of tert-butyl methyl[3-(2,2,2-trifluoroacetyl)-3-azabicyclo[3.2.1]oct-8-yl]carbamate (see step (iv) above; 5 g, 15 mmol) in ethyl acetate (50 mL). The mixture was allowed to reach rt over the course of 3 h, after which time the solvent was evaporated. This gave 4 g (100%) of the sub-tide compound hydrochloride salt.

Workup

  1. customto reach rt over the course of 3 h
  2. customafter which time the solvent was evaporated

Sources & evidence

ORD record
ord-3af994ae65634fc6a9bc67365171e809
Source dataset
uspto-grants-2003_05
Patent number
US06559162B2

Reaction notes

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