Hydrochloric Acid → HCID 67462915, compound

HRID 2202779Notes

Reaction equation

HRID 2202779 reaction equation
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][C:11]([C:17]1[C:22]([F:23])=[CH:21][CH:20]=[CH:19][N:18]=1)([OH:16])[CH2:12]2)=O)(C)(C)C.[ClH:24]>O1CCOCC1>[ClH:24].[F:23][C:22]1[C:17]([C:11]2([OH:16])[CH2:12][CH:13]3[NH:8][CH:9]([CH2:15][CH2:14]3)[CH2:10]2)=[N:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67464903HCID 67464903, compound

Product 1

HCID 67462915HCID 67462915, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

3-(3-Fluoro-pyridin-2-yl)-3-hydroxy-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (0.25 g, 0.775 mmol) was dissolved in a solution of hydrogen chloride in dioxane (4 N, 5 mL). The mixture was stirred for 1 hour and the solvent removed by evaporation under vacuum. The solid was triturated from ether to afford the title compound (0.225 g). 1H NMR (400 MHz, d6-DMSO): δ 9.4 (broad, 1H), 8.85 (s, 1H), 7.8-7.7 (m, 1H), 7.45 (m, 1H), 6.7 (broad), 4.05 (broad, 2H), 2.65-2.55 (m, broad, 2H), 2.45-2.40 (m, broad, 2H), 2.3-2.2 (m, broad, 2H), 2.0-1.9 (m, broad, 2H).

Workup

  1. customthe solvent removed by evaporation under vacuum
  2. customThe solid was triturated from ether

Sources & evidence

ORD record
ord-db0367c6922c45389919e8b0312a4bd9
Source dataset
uspto-grants-2016_06
Patent number
US09365564B2

Reaction notes

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