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

HRID 1925071Notes

Reaction equation

HRID 1925071 reaction equation
[CH3:1][C:2]1[C:6]([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)=[CH:5][S:4][N:3]=1.[ClH:34]>CCOCC>[ClH:34].[CH3:1][C:2]1[C:6]([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)=[CH:5][S:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 252534455-(3-methyl-4-isothiazolyl)-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 675196435-(3-methyl-4-isothiazolyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione hydrochlorideYield 89.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

5-(3-methyl-4-isothiazolyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione (E41, 8.7 mg, 0.018 mmol) in Et2O (0.5 mL) was treated with HCl (0.022 ml, 0.022 mmol) 1M in Et2O. The white solid formed was triturated with Et2O (2×0.3 mL) and dried to afford the title compound as a white solid (8.3 mg, 84% yield)

Workup

  1. customThe white solid formed
  2. customwas triturated with Et2O (2×0.3 mL)
  3. customdried

Sources & evidence

ORD record
ord-8aa6807b7a174966b49d856c103f20c6
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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