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Hydrochloric Acid → (2-{5-[6-(Methyloxy)-1,5-naphthyridin-4-yl]-2-pyridinyl}ethyl)amine hydrochloride salt

HRID 1435879
Notes
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Reaction equation

HRID 1435879 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][NH:21]C(=O)OC(C)(C)C)=[N:17][CH:18]=1.[ClH:29]>C1COCC1.O1CCOCC1>[ClH:29].[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][NH2:21])=[N:17][CH:18]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 579386301,1-Dimethylethyl (2-(5-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-pyridinyl}ethyl)carbamate

Product 1

HCID 68441439(2-{5-[6-(Methyloxy)-1,5-naphthyridin-4-yl]-2-pyridinyl}ethyl)amine hydrochloride saltYield 100%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent
HCID 31275
1,4-Dioxane
Solvent

Procedure

To a stirred solution of 1,1-dimethylethyl (2-(5-[6-(methyloxy)-1,5-naphthyridin-4-yl]-2-pyridinyl}ethyl)carbamate (4.0 mmole) in dry THF (20 mL) at RT was added 4 M HCl in dioxane (10 mL). After 4 h, the reaction suspension was concentrated in vacuo and dried under high vacuum to give the title compound (100%.) as an off-white solid: LC-MS (ES) m/e 281 (M+H)+.

Workup

  1. concentrationthe reaction suspension was concentrated in vacuo
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-6e8dd28c06b840a2a8c4cda44c486ace
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07618959B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes