Hydrochloric Acid → HCID 22141159, compound

HRID 428925Notes

Reaction equation

HRID 428925 reaction equation
Cl.[CH2:2]([N:8]1[CH2:13][CH:12]2[CH:10]([C:11]2([C:15]2[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=2)[C:18]#[N:19])[CH3:14])[C:9]1=[O:23])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[CH2:24]([OH:26])[CH3:25]>>[CH2:2]([N:8]1[CH2:13][CH:12]2[CH:10]([C:11]2([C:15]2[CH:16]=[C:17]([C:18](=[NH:19])[O:26][CH2:24][CH3:25])[CH:20]=[CH:21][CH:22]=2)[CH3:14])[C:9]1=[O:23])[CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 22141206HCID 22141206, compound

Product 1

HCID 22141159HCID 22141159, compound

Procedure

Hydrogen chloride gas was bubbled through a solution of 3-(3-hexyl-6-methyl-2-oxo-3-azabicyclo[3.1.0]hex-6-yl)benzonitrile (Preparation 36, 0.55 g, 1.86 mmol) in ethanol (8 ml) at 0° C. for 1 h. The reaction vessel was then sealed and left standing in the fridge for 48 h. The mixture was allowed to warm to room temperature and the solvent was removed in vacuo (to afford the title compound as its hydrochloride salt). The residue was dissolved in dichloromethane (20 ml) and washed with 10% w/v potassium carbonate solution (2×10 ml). The organic layer was dried (MgSO4), filtered and concentrated in vacuo. The crude title compound (700 mg) was isolated as a colourless oil which was taken on without further purification.

Workup

  1. customThe reaction vessel was then sealed
  2. customthe solvent was removed in vacuo (

Sources & evidence

ORD record
ord-7b6d09dda4f74fca9482a93474e894d9
Source dataset
uspto-grants-2001_11
Patent number
US06313312B1

Reaction notes

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