Hydrochloric Acid → 2-[3,5-Bis(trifluoromethyl)phenyl]-N-[4-(4-fluoro-2-methylphenyl)-6-(hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)-3-pyridinyl]-N,2-dimethylpropanamide hydrochloride

HRID 2074907Notes

Reaction equation

HRID 2074907 reaction equation
[F:1][C:2]([F:45])([F:44])[C:3]1[CH:4]=[C:5]([C:13]([CH3:43])([CH3:42])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:32]3[CH2:41][CH2:40][N:39]4[CH:34]([CH2:35][O:36][CH2:37][CH2:38]4)[CH2:33]3)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=2[CH3:31])[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[ClH:46]>C(OCC)C>[ClH:46].[F:11][C:9]([F:10])([F:12])[C:7]1[CH:6]=[C:5]([C:13]([CH3:43])([CH3:42])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:32]3[CH2:41][CH2:40][N:39]4[CH:34]([CH2:35][O:36][CH2:37][CH2:38]4)[CH2:33]3)=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][C:25]=2[CH3:31])[CH3:17])=[O:15])[CH:4]=[C:3]([C:2]([F:1])([F:45])[F:44])[CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 160637262-[3,5-Bis(trifluoromethyl)phenyl]-N-[4-(4-fluoro-2-methylphenyl)-6-(hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)-3-pyridinyl]-N,2-dimethylpropanamide

Product 1

HCID 732303582-[3,5-Bis(trifluoromethyl)phenyl]-N-[4-(4-fluoro-2-methylphenyl)-6-(hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)-3-pyridinyl]-N,2-dimethylpropanamide hydrochloride

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A sample of 2-[3,5-bis(trifluoromethyl)phenyl]-N-[4-(4-fluoro-2-methylphenyl)-6-(hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl)-3-pyridinyl]-N,2-dimethylpropanamide (E20, 42 mg, 66 μmol) was suspended in 1 ml of anhydrous diethyl ether and treated at 0° C. for 30 min with 79 μL of 1M HCl in diethyl ether. The solvent was removed under a stream of nitrogen and the product triturated with anhydrous pentane, to give, after filtration, the hydrochloride as a white solid (44 mg, quantitative).

Workup

  1. customThe solvent was removed under a stream of nitrogen
  2. customthe product triturated with anhydrous pentane
  3. customto give
  4. filtrationafter filtration

Sources & evidence

ORD record
ord-5e51d53bba5f41a38b688ba85bc0b880
Source dataset
uspto-grants-2011_04
Patent number
US07919491B2

Reaction notes

Loading…