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Hydrochloric Acid → 2-(6-(Pyrrolidin-1-yl)pyridin-3-yl)acetic acid

HRID 449467
Notes
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Reaction equation

HRID 449467 reaction equation
O.[OH-].[Li+].[N:4]1([C:9]2[N:14]=[CH:13][C:12]([CH2:15][C:16]([O:18]CC)=[O:17])=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6][CH2:5]1.Cl>CO.O>[N:4]1([C:9]2[N:14]=[CH:13][C:12]([CH2:15][C:16]([OH:18])=[O:17])=[CH:11][CH:10]=2)[CH2:8][CH2:7][CH2:6][CH2:5]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 59496686Ethyl (6-pyrrolidin-1-ylpyridin-3-yl)acetate

Product 1

HCID 178485582-(6-(Pyrrolidin-1-yl)pyridin-3-yl)acetic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962Water
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
Solvent

Procedure

Lithium hydroxide monohydrate (36 mg, 0.85 mmol) was added to a solution of ethyl (6-pyrrolidin-1-ylpyridin-3-yl)acetate (100 mg, 0.4 mmol) in methanol (3.0 mL) and water (1.0 mL). The reaction mixture was stirred at r.t. overnight. The mixture was adjusted to pH=4 with aqueous HCl, and concentrated to afford the crude product which was directly used for next step without further purification. Analytic LCMS (M+H)+: m/z=207.1.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-be9676c89873410081646f6d1bca3b08
Source dataset
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08481732B2

Reaction notes

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