Hydrochloric Acid → 5-(6-fluoro-2-methyl-3-pyridinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione dihydrochloride

HRID 12785Notes

Reaction equation

HRID 12785 reaction equation
[F:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]2[C:10](=[O:35])[NH:11][C:12](=[O:34])[N:13]([CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][C@H:22]4[C@:20]([C:24]5[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=5)([CH2:21]4)[CH2:19]3)[CH:14]=2)=[CH:4][CH:3]=1.[ClH:36]>O1CCOCC1>[ClH:36].[ClH:36].[F:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([C:9]2[C:10](=[O:35])[NH:11][C:12](=[O:34])[N:13]([CH2:15][CH2:16][CH2:17][N:18]3[CH2:23][C@H:22]4[C@:20]([C:24]5[CH:25]=[CH:26][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:28][CH:29]=5)([CH2:21]4)[CH2:19]3)[CH:14]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 247595495-(6-fluoro-2-methyl-3-pyridinyl)-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 866159565-(6-fluoro-2-methyl-3-pyridinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione dihydrochlorideYield 5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

5-(6-fluoro-2-methyl-3-pyridinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione (7 mg) was dissolved in dioxane and then treated with a solution of 4N HCl in dioxane (2 eq) to give the title compound as an off-white powder (8 mg, 5% yield)

Sources & evidence

ORD record
ord-c83cfca19fda48348360d4392c9ea317
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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