Hydrochloric Acid → 6-(2-fluoro-3-pyridinyl)-2-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,4-triazine-3,5(2H,4H)-dione hydrochloride

HRID 1513355Notes

Reaction equation

HRID 1513355 reaction equation
[F: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)[N:13]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[ClH:35]>C(OCC)C>[ClH:35].[F: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)[N:13]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 594960896-(2-fluoro-3-pyridinyl)-2-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,4-triazine-3,5(2H,4H)-dione

Product 1

HCID 686536986-(2-fluoro-3-pyridinyl)-2-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,4-triazine-3,5(2H,4H)-dione hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

6-(2-fluoro-3-pyridinyl)-2-(3-{(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hex-3-yl}propyl)-1,2,4-triazine-3,5(2H,4H)-dione (19.7 mg 0.041 mmol, prepared following an analoguos procedure to that described for Ex9) was diluted in diethyl ether (1 ml) and hydrochloric acid 1M in Et2O (0.045 ml, 0.045 mmol) under nitrogen atmosphere. Solvent was removed and the residue triturated in Et2O (2×1 mL), obtaining 21.8 mg of title compound as a white solid.

Workup

  1. customSolvent was removed
  2. customthe residue triturated in Et2O (2×1 mL)

Sources & evidence

ORD record
ord-c9b64724bf9a47e9916d58761274a029
Source dataset
uspto-grants-2012_07
Patent number
US08217168B2

Reaction notes

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