HCID 18666869, compound → HCID 69985951, compound

HRID 356632Notes

Reaction equation

HRID 356632 reaction equation
[ClH:1].Cl.[C:3]1([CH:9]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C@@H:10]2[N:15]3[CH2:16][CH2:17][C@@H:12]([C@@H:13]([C:18](N)=[O:19])[CH2:14]3)[C@@H:11]2[NH:21][CH2:22][C:23]2[CH:28]=[C:27]([S:29]([CH3:32])(=[O:31])=[O:30])[CH:26]=[CH:25][C:24]=2[O:33][CH3:34])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.CS(C1C=C(C=O)C(OC)=CC=1)(=O)=[O:43]>Cl>[ClH:1].[ClH:1].[C:35]1([CH:9]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[C@@H:10]2[N:15]3[CH2:16][CH2:17][C@@H:12]([C@@H:13]([C:18]([OH:43])=[O:19])[CH2:14]3)[C@@H:11]2[NH:21][CH2:22][C:23]2[CH:28]=[C:27]([S:29]([CH3:32])(=[O:31])=[O:30])[CH:26]=[CH:25][C:24]=2[O:33][CH3:34])[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1

Participants

4

Reactant 2

HCID 18666869HCID 18666869, compoundHCID 1893897455845-76-6

Product 1

HCID 69985951HCID 69985951, compoundYield 55.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of (3R,4S,5S,6S)-6-Diphenylmethyl-5-(-2-methoxy-5-methylsulfonyl-benzylamino)-1-azabicyclo[2.2.2]octane-3-carboxamidedihydrochloride (the compound of Example 1, 400 mg) in conc. HCl (10 ml) was warmed up to 90° C. and stirred for 15 hr. After cooling down to room temperature, the mixture was evaporated in vacuo. The residue was recrystallized from EtOAc-MeOH to give a titled compound (268.2 mg, 55.6%) as a white crystalline.

Workup

  1. customthe mixture was evaporated in vacuo
  2. customThe residue was recrystallized from EtOAc-MeOH

Sources & evidence

ORD record
ord-3d3da50725444b108142d7e5ba8fe1a3
Source dataset
uspto-grants-1998_11
Patent number
US05837711

Reaction notes

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