Hydrochloric Acid → HCID 16063831, compound

HRID 421265Notes

Reaction equation

HRID 421265 reaction equation
[F:1][C:2]([F:47])([F:46])[C:3]1[CH:4]=[C:5]([C:13]([CH3:45])([CH3:44])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:32]3[C@H:41]([CH2:42][OH:43])[CH2:40][N:39]4[C@H: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:48]>C(OCC)C>[ClH:48].[F:11][C:9]([F:10])([F:12])[C:7]1[CH:6]=[C:5]([C:13]([CH3:45])([CH3:44])[C:14]([N:16]([C:18]2[CH:19]=[N:20][C:21]([N:32]3[C@H:41]([CH2:42][OH:43])[CH2:40][N:39]4[C@H: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:47])[F:46])[CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 16063568Elinzanetant

Product 1

HCID 16063831HCID 16063831, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 2-[3,5-bis(trifluoromethyl)phenyl]-N-{4-(4-fluoro-2-methylphenyl)-6-[(7S,9aS)-7-(hydroxymethyl)hexahydropyrazino[2,1-c][1,4]oxazin-8(1H)-yl]-3-pyridinyl}-N,2-dimethylpropanamide (E34) (300 mg, 0.449 mmol) in 2 mL of diethyl ether was added 0.6 mL of a 1M HCl solution in diethyl ether. A white precipitate formed. The solvent and excess HCl were removed under a stream of nitrogen and the residue was triturated with 1 mL of 1:1 pentane:Et2O. The white solid was collected by filtration and left under high vacuum to give the title compound 280 mg, 0.397 mmol, 88% yield.

Workup

  1. customA white precipitate formed
  2. customThe solvent and excess HCl were removed under a stream of nitrogen
  3. customthe residue was triturated with 1 mL of 1:1 pentane
  4. filtrationThe white solid was collected by filtration
  5. waitleft under high vacuum

Sources & evidence

ORD record
ord-a0ff4ab67fb843a1b4e1e9f885407483
Source dataset
uspto-grants-2012_01
Patent number
US08097618B2

Reaction notes

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