Hydrochloric Acid → N-[3-(4-Cyanophenyl)propyl]-N-[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]methanesulfonamide, hydrochloride salt

HRID 899119Notes

Reaction equation

HRID 899119 reaction equation
C(OC([N:8]1[CH2:15][CH:14]2[O:16][CH:10]([CH2:11][N:12]([CH2:17][CH2:18][N:19]([CH2:24][CH2:25][CH2:26][C:27]3[CH:32]=[CH:31][C:30]([C:33]#[N:34])=[CH:29][CH:28]=3)[S:20]([CH3:23])(=[O:22])=[O:21])[CH2:13]2)[CH2:9]1)=O)(C)(C)C.[ClH:35]>C(OCC)(=O)C>[ClH:35].[C:33]([C:30]1[CH:31]=[CH:32][C:27]([CH2:26][CH2:25][CH2:24][N:19]([CH2:18][CH2:17][N:12]2[CH2:13][CH:14]3[O:16][CH:10]([CH2:9][NH:8][CH2:15]3)[CH2:11]2)[S:20]([CH3:23])(=[O:22])=[O:21])=[CH:28][CH:29]=1)#[N:34]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 690720537-(2-{[3-(4-Cyanophenyl)propyl]methanesulfonylamino}ethyl)-9-oxa-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester

Product 1

HCID 69077585N-[3-(4-Cyanophenyl)propyl]-N-[2-(9-oxa-3,7-diazabicyclo[3.3.1]non-3-yl)ethyl]methanesulfonamide, hydrochloride salt

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

7-(2-{[3-(4-cyanophenyl)propyl]methanesulfonylamino}ethyl)-9-oxa-3,7-di-azabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (3.8 g, 0.0095 mol; see step (i) above) was added to a saturated solution of HCl(g) in ethyl acetate (50 mL) and the resultant mixture was then stirred overnight. On completion of the reaction (as determined by TLC), ethyl acetate was decanted and the product was dried under high vacuum to give the title compound. Yield: 1.5 g (54%).

Workup

  1. customwas decanted
  2. customthe product was dried under high vacuum

Sources & evidence

ORD record
ord-409804f3bba5495a8605586aa564ed97
Source dataset
uspto-grants-2008_04
Patent number
US07354917B2

Reaction notes

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