Hydrogen chloride-ethyl acetate → HCID 86694728, compound

HRID 475219Notes

Reaction equation

HRID 475219 reaction equation
CC([S@@]([NH:7][C@H:8]([C:10]1[CH:24]=[CH:23][C:13]2[N:14]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][O:18]3)[CH:15]=[N:16][C:12]=2[CH:11]=1)[CH3:9])=O)(C)C.[ClH:25].CCOC(C)=O>CCOC(C)=O>[ClH:25].[O:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH:17]1[N:14]1[C:13]2[CH:23]=[CH:24][C:10]([C@@H:8]([NH2:7])[CH3:9])=[CH:11][C:12]=2[N:16]=[CH:15]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86694727(S)-2-methyl-N-((1S)-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)ethyl)propane-2-sulfinamide

Product 1

HCID 86694728HCID 86694728, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 124 (3 g, 8.58 mmol) in EtOAc (10 mL) was added HCl/EtOAc (25 mL, 2 M in EtOAc) dropwise and stirred at RT. When the reaction was complete the reaction mixture was filtered, the solid was collected and washed with EtOAc to afford 2 g (83%) of (1S)-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)ethanamine hydrochloride (126) as a white solid.

Workup

  1. filtrationwas filtered
  2. customthe solid was collected
  3. washwashed with EtOAc

Sources & evidence

ORD record
ord-08acd2f4dd0d4d6eac1d35500c6ac27f
Source dataset
uspto-grants-2014_01
Patent number
US08637537B2

Reaction notes

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