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Hydrochloric Acid → Hydrochloric Acid

HRID 82262
Notes
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Reaction equation

HRID 82262 reaction equation
C([O:5][C:6](=[O:18])[CH2:7][N:8]1[CH2:17][C:16]2[N:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH2:10][CH2:9]1)(C)(C)C.[ClH:19]>O1CCOCC1>[ClH:19].[N:15]1[C:16]2[CH2:17][N:8]([CH2:7][C:6]([OH:18])=[O:5])[CH2:9][CH2:10][C:11]=2[CH:12]=[CH:13][CH:14]=1.[ClH:19]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 70817261(5,8-Dihydro-6H-[1,7]naphthyridin-7-yl)-acetic acid tert-butyl ester

Product 2

HCID 313Hydrochloric AcidHCID 70817716(5,8-Dihydro-6H-[1,7]naphthyridin-7-yl)-acetic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(5,8-Dihydro-6H-[1,7]naphthyridin-7-yl)-acetic acid tert-butyl ester (Preparation 234, 1.25 g, 5.03 mmol) was treated with 4N HCl in dioxane (25 ml) at room temperature for 2 hours. The mixture was evaporated to dryness in vacuo and the solid residue was triturated with diethyl ether to afford the title compound as white solid in 78% yield (calculated as HCl salt), 900 mg.

Workup

  1. customThe mixture was evaporated to dryness in vacuo
  2. customthe solid residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-a887addf18ec438d898b6b222f312670
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08846698B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes