Hydrochloric Acid → 6-[2,4-dioxo-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,3,4-tetrahydro-5-pyrimidinyl]-2-pyridinecarbonitrile dihydrochloride

HRID 12799Notes

Reaction equation

HRID 12799 reaction equation
[O:1]=[C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]2[N:14]=[C:13]([C:15]#[N:16])[CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]1[CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][C@H:24]2[C@:22]([C:26]3[CH:31]=[CH:30][C:29]([C:32]([F:35])([F:34])[F:33])=[CH:28][CH:27]=3)([CH2:23]2)[CH2:21]1.[ClH:36]>O1CCOCC1>[ClH:36].[ClH:36].[O:1]=[C:2]1[NH:7][C:6](=[O:8])[C:5]([C:9]2[N:14]=[C:13]([C:15]#[N:16])[CH:12]=[CH:11][CH:10]=2)=[CH:4][N:3]1[CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][C@H:24]2[C@:22]([C:26]3[CH:27]=[CH:28][C:29]([C:32]([F:34])([F:35])[F:33])=[CH:30][CH:31]=3)([CH2:23]2)[CH2:21]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 24758085HCID 24758085, compound

Product 1

HCID 686912806-[2,4-dioxo-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,3,4-tetrahydro-5-pyrimidinyl]-2-pyridinecarbonitrile dihydrochlorideYield 29%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

6-[2,4-dioxo-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,3,4-tetrahydro-5-pyrimidinyl]-2-pyridinecarbonitrile was dissolved in dioxane and treated with 4N HCl in dioxane (2 eq), to give 68 mg of the title compound as a white powder (29% yield)

Sources & evidence

ORD record
ord-f0270e33ab6542d9bb50f8a60df69476
Source dataset
uspto-grants-2010_06
Patent number
US07727988B2

Reaction notes

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