Hydrochloric Acid → (1S,5S)-3-(5,6-Dichloro-pyridin-3-yl)-3,6-diaza-bicyclo[3.2.0]heptane hydrochloride

HRID 495101Notes

Reaction equation

HRID 495101 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:15][C@@H:14]3[C@@H:11]([CH2:12][NH:13]3)[CH2:10]2)[CH:5]=[N:6][C:7]=1[Cl:8].Cl>C1COCC1>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:15][C@@H:14]3[C@@H:11]([CH2:12][NH:13]3)[CH2:10]2)[CH:5]=[N:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10131048Sofinicline

Product 1

HCID 11580020(1S,5S)-3-(5,6-Dichloro-pyridin-3-yl)-3,6-diaza-bicyclo[3.2.0]heptane hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Under N2, to a solution of the product of Example 5J (122 mg, 0.5 mmol) in THF (5 mL) was slowly added the solution of HCl (4M in dioxane, 0.15 mL, 0.6 mmol). The mixture was then stirred at ambient temperature for 6 h. White solid started to precipitate. The solid was then filtered and dried. MS (DCI/NH3) m/z 244 (M+H)+, 246 (M+H)+, 280 (M+H+HCl), 282 (M+H+HCl)

Workup

  1. customto precipitate
  2. filtrationThe solid was then filtered
  3. customdried

Sources & evidence

ORD record
ord-e69e3a27ad7e489bb8973e76a4424802
Source dataset
uspto-grants-2009_05
Patent number
US07538226B2

Reaction notes

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