Hydrochloric Acid → 5-(2-chloro-6-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 12807Notes

Reaction equation

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

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 312751,4-Dioxane

HCID 247583265-(2-chloro-6-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 866159675-(2-chloro-6-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

Procedure

5-(2-chloro-6-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 was treated with 4N HCl in dioxane solution (2 eq) to give 22 mg of the title compound.

Sources & evidence

ORD record: ord-901b0f7da0d04c3582eba4010a39d730
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07727988B2

Reaction notes

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