Hydrochloric Acid → 5-(3-methyl-1,2,4-oxadiazol-5-yl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione hydrochloride

HRID 1925065Notes

Reaction equation

HRID 1925065 reaction equation
[CH3:1][C:2]1[N:6]=[C:5]([C:7]2[C:8](=[O:33])[NH:9][C:10](=[O:32])[N:11]([CH2:13][CH2:14][CH2:15][N:16]3[CH2:21][C@H:20]4[C@:18]([C:22]5[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=5)([CH2:19]4)[CH2:17]3)[CH:12]=2)[O:4][N:3]=1.[ClH:34]>C(Cl)Cl.C(OCC)C>[ClH:34].[CH3:1][C:2]1[N:6]=[C:5]([C:7]2[C:8](=[O:33])[NH:9][C:10](=[O:32])[N:11]([CH2:13][CH2:14][CH2:15][N:16]3[CH2:21][C@H:20]4[C@:18]([C:22]5[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=5)([CH2:19]4)[CH2:17]3)[CH:12]=2)[O:4][N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 252532945-(3-methyl-1,2,4-oxadiazol-5-yl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione

Product 1

HCID 675196185-(3-methyl-1,2,4-oxadiazol-5-yl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione hydrochloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

5-(3-methyl-1,2,4-oxadiazol-5-yl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione (E33, 19 mg, 0.014 mmoles) was dissolved in DCM (1 mL) and 45 μL of HCl (as a 1.0M solution in diethylether) were added. The solution was evaporated under nitrogen stream and the residue was triturated with 0.5 mL of diethylether. Then diethylether was eliminated and the title compound (17 mg, 0.034 mmol) was obtained as a beige solid.

Workup

  1. customThe solution was evaporated under nitrogen stream
  2. customthe residue was triturated with 0.5 mL of diethylether

Sources & evidence

ORD record
ord-bbc69c6827ac4fb4a305de65f6b8d987
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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