Hydrochloric Acid → 5-(5-chloro-2-fluoro-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 12794

Reaction equation

HRID 12794 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([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)[C:5]([F:8])=[N:6][CH:7]=1.[ClH:36].O1CCOCC1>>[ClH:1].[ClH:36].[Cl:1][C:2]1[CH:3]=[C:4]([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:31])([F:33])[F:32])=[CH:26][CH:25]=5)([CH2:21]4)[CH2:19]3)[CH:14]=2)[C:5]([F:8])=[N:6][CH:7]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 247583295-(5-chloro-2-fluoro-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 866159605-(5-chloro-2-fluoro-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

Procedure

5-(5-chloro-2-fluoro-3-pyridinyl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione was treated with a solution of 4N HCl in dioxane (2 eq) to give the title compound.

Sources & evidence

ORD record
ord-14e51d9b1410449f80da385f0a488ea0
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Linked notes

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