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

HRID 1925069Notes

Reaction equation

HRID 1925069 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:7]2[C:8](=[O:33])[NH:9][C:10](=[O:32])[N:11]([CH2:13][CH2:14][CH2:15][N:16]3[CH2:21][C@H:20]4[C@:18]([C:22]5[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=5)([CH2:19]4)[CH2:17]3)[CH:12]=2)[S:5][CH:6]=1.[ClH:34]>C(OCC)C>[ClH:34].[CH3:1][C:2]1[N:3]=[C:4]([C:7]2[C:8](=[O:33])[NH:9][C:10](=[O:32])[N:11]([CH2:13][CH2:14][CH2:15][N:16]3[CH2:21][C@H:20]4[C@:18]([C:22]5[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=5)([CH2:19]4)[CH2:17]3)[CH:12]=2)[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 252534445-(4-methyl-1,3-thiazol-2-yl)-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 675197155-(4-methyl-1,3-thiazol-2-yl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione hydrochlorideYield 97.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

5-(4-methyl-1,3-thiazol-2-yl)-1-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-2,4(1H,3H)-pyrimidinedione (E39, 5.8 mg, 0.012 mmol) was suspended in Diethyl ether (1 ml) and treated with 1 M HYDROCHLORIC ACID (0.015 ml, 0.015 mmol) in Et2O. The precipitate formed was triturated with Et2O (3×04 mL) and dried to afford the title compound as a grayish solid (6 mg, 88% yield).

Workup

  1. customThe precipitate formed
  2. customwas triturated with Et2O (3×04 mL)
  3. customdried

Sources & evidence

ORD record
ord-194e990072b04f54bf74b36ce964c26f
Source dataset
uspto-grants-2012_05
Patent number
US08178549B2

Reaction notes

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