Hydrochloric Acid → HCID 90079654, compound

HRID 1777285Notes

Reaction equation

HRID 1777285 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][N:9]([CH:12]2[CH2:18][CH:17]3[N:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:14]([CH2:15][CH2:16]3)[CH2:13]2)[CH2:8][CH2:7]1)=[O:5])C.[Li+].[OH-].Cl>C1COCC1>[CH2:23]([O:22][C:20]([N:19]1[CH:14]2[CH2:15][CH2:16][CH:17]1[CH2:18][CH:12]([N:9]1[CH2:8][CH2:7][CH:6]([C:4]([OH:5])=[O:3])[CH2:11][CH2:10]1)[CH2:13]2)=[O:21])[CH3:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 90079763HCID 90079763, compound

Product 1

HCID 90079654HCID 90079654, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Isomer 1 of ethyl 3-[4-(ethoxycarbonyl)piperidin-1-yl]-8-azabicyclo[3.2.1]octane-8-carboxylate (0.549 g, 1.62 mmol) was dissolved in THF (10 mL) at rt and 1 M LiOH sol. (1.62 mL) was added. The reaction mixture was stirred at rt for 2 days. The pH was carefully adjusted to pH 6 by addition of concentrated hydrochloric acid, the solvents were removed in vacuo, to give 1-[8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]oct-3-yl]piperidine-4-carboxylic acid

Workup

  1. customthe solvents were removed in vacuo

Sources & evidence

ORD record
ord-ef4daf7fc6e0419ea2509009465f8d25
Source dataset
uspto-grants-2016_02
Patent number
US09266857B2

Reaction notes

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