Hydrochloric Acid → 2-[5-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-pyrazin-2-yl]-2,8-diaza-spiro[4.5]decan-1-one

HRID 2401134Notes

Reaction equation

HRID 2401134 reaction equation
Cl.C(OC([N:9]1[CH2:36][CH2:35][C:12]2([C:16](=[O:17])[N:15]([C:18]3[CH:23]=[N:22][C:21]([N:24]4[CH2:28][CH2:27][C@H:26]([N:29]5[CH2:33][CH2:32][CH2:31][C@@H:30]5[CH3:34])[CH2:25]4)=[CH:20][N:19]=3)[CH2:14][CH2:13]2)[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1>[CH3:34][C@H:30]1[CH2:31][CH2:32][CH2:33][N:29]1[C@H:26]1[CH2:27][CH2:28][N:24]([C:21]2[N:22]=[CH:23][C:18]([N:15]3[CH2:14][CH2:13][C:12]4([CH2:35][CH2:36][NH:9][CH2:10][CH2:11]4)[C:16]3=[O:17])=[N:19][CH:20]=2)[CH2:25]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54591154HCID 54591154, compound

Product 1

HCID 682111992-[5-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-pyrazin-2-yl]-2,8-diaza-spiro[4.5]decan-1-oneYield 123.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrochloric acid in dioxane (0.5 mL) was added to 2-[5-((2S,3′S)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-pyrazin-2-yl]-1-oxo-2,8-diaza-spiro[4.5]decane-8-carboxylic acid tert-butyl ester (0.0185 g, 0.038 mmol) and stirred at room temperature for 3 hours. Reaction mixture was then concentrated under vacuum to afford 0.018 g (96%) of the title compound.

Workup

  1. customReaction mixture
  2. concentrationwas then concentrated under vacuum

Sources & evidence

ORD record
ord-0f94a6db9fb04e1f89e1110669021a8e
Source dataset
uspto-grants-2014_08
Patent number
US08796278B2

Reaction notes

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