1,4-Dioxane hydrochloride → HCID 86584881, compound

HRID 2301873Notes

Reaction equation

HRID 2301873 reaction equation
[N:1]12[CH2:8][CH2:7][CH:4]([CH2:5][CH2:6]1)[C@@H:3]([NH:9][C:10]([C:12]1[S:16][C:15]([N:17](C)[C:18](=O)OC(C)(C)C)=[N:14][CH:13]=1)=[O:11])[CH2:2]2.[ClH:26].O1CCOCC1>CO>[ClH:26].[N:1]12[CH2:6][CH2:5][CH:4]([CH2:7][CH2:8]1)[C@@H:3]([NH:9][C:10]([C:12]1[S:16][C:15]([NH:17][CH3:18])=[N:14][CH:13]=1)=[O:11])[CH2:2]2

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 70020394HCID 70020394, compound

Product 1

HCID 86584881HCID 86584881, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A flask is charged with tert-butyl 5-{[(3R)-1-azabicyclo[2.2.2]oct-3-ylamino]carbonyl}-1,3-thiazol-2-yl(methyl)carbamate (72 mg, 0.18 mmol) in MeOH (5 mL). To this suspension is added a solution of 4.0N HCl/dioxane (10 mL) and the reaction mixture is stirred at room temperature for 3.5 hours. The solvents are removed in vacuo and the residue crystallized from IPA/ether. Yield 63%. MS (ESI) for C12H18N4OS m/z 267.2 (M+H)+.

Workup

  1. customThe solvents are removed in vacuo
  2. customthe residue crystallized from IPA/ether

Sources & evidence

ORD record
ord-9fece6256e2c4e9aab3935bb71191261
Source dataset
uspto-grants-2002_12
Patent number
US06500840B2

Reaction notes

Loading…