Hydrochloric Acid → HCID 90079597, compound

HRID 1777297Notes

Reaction equation

HRID 1777297 reaction equation
[F:1][C:2]1([C:21]([O:23]C)=[O:22])[CH2:7][CH2:6][N:5]([CH:8]2[CH2:11][C:10]3([CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:12]3)[CH2:9]2)[CH2:4][CH2:3]1.[Li+].[OH-].Cl>C1COCC1>[CH2:19]([O:18][C:16]([N:13]1[CH2:14][CH2:15][C:10]2([CH2:11][CH:8]([N:5]3[CH2:6][CH2:7][C:2]([F:1])([C:21]([OH:23])=[O:22])[CH2:3][CH2:4]3)[CH2:9]2)[CH2:12]1)=[O:17])[CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 90079647HCID 90079647, compound

Product 1

HCID 90079597HCID 90079597, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 2-[4-fluoro-4-(methoxycarbonyl) piperidin-1-yl]-6-azaspiro[3.4]octane-6-carboxylate (assumed 0.81 mmol) was dissolved in THF (5 mL) at rt and 1 M LiOH sol. (0.81 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-[6-(ethoxycarbonyl)-6-azaspiro[3.4]oct-2-yl]-4-fluoropiperidine-4-carboxylic acid as an off white solid, which was used directly without further purification.

Workup

  1. customthe solvents were removed in vacuo

Sources & evidence

ORD record
ord-bebec1d0e1f049889cb760ac2a7b50b8
Source dataset
uspto-grants-2016_02
Patent number
US09266857B2

Reaction notes

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