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

HRID 12812Notes

Reaction equation

HRID 12812 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([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)[N:2]=1.[ClH:34].O1CCOCC1>CO>[ClH:34].[ClH:34].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([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:29])[F:30])=[CH:24][CH:23]=5)([CH2:19]4)[CH2:17]3)[CH:12]=2)[N:2]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 247593395-(3-pyridazinyl)-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 686946285-(3-pyridazinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-(3-pyridazinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione was dissolved in MeOH and treated with 4N HCl in dioxane solution (2 eq). The solvent was evaporated and the residue triturated with diethyl ether to afford 31 mg of the title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe residue triturated with diethyl ether

Sources & evidence

ORD record
ord-dab09068b4ba4c12b3f34435fac22fee
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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