Hydrochloric Acid → 5-(5-fluoro-6-methyl-2-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 12788Notes

Reaction equation

HRID 12788 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][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)=[N:6][C:7]=1[CH3:8].[ClH:36]>O1CCOCC1>[ClH:36].[ClH:36].[F:1][C:2]1[CH:3]=[CH:4][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:32])([F:33])[F:31])=[CH:28][CH:29]=5)([CH2:21]4)[CH2:19]3)[CH:14]=2)=[N:6][C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 247595515-(5-fluoro-6-methyl-2-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 866159595-(5-fluoro-6-methyl-2-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-(5-fluoro-6-methyl-2-pyridinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione (8 mg) was dissolved in dioxane and then a solution of 4N HCl in dioxane (2 eq) was added to give the title compound as pale yellow solid (8 mg, 5% yield)

Sources & evidence

ORD record
ord-dc5d270405fc40b98bb85cd651c8bce8
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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