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Hydrochloric Acid → 2-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)ethanamine dihydrochloride

HRID 379235
Notes
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Reaction equation

HRID 379235 reaction equation
C(OC(=O)[NH:7][CH2:8][CH2:9][C:10]1[CH:19]=[CH:18][C:17]2[CH2:16][CH2:15][CH2:14][NH:13][C:12]=2[N:11]=1)(C)(C)C.[ClH:21]>CCOC(C)=O>[ClH:21].[ClH:21].[N:11]1[C:12]2[NH:13][CH2:14][CH2:15][CH2:16][C:17]=2[CH:18]=[CH:19][C:10]=1[CH2:9][CH2:8][NH2:7]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54085210tert-Butyl (2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl)carbamate

Product 1

HCID 226782132-(5,6,7,8-Tetrahydro-1,8-naphthyridin-2-yl)ethanamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Through a solution of 10-6 (4.0 g, 16 mmol) in EtOAc (200 mL) at 0° C. was bubbled a stream of HCl gas for 10 minutes. After an additional 30 minutes, the mixture was purged with argon for 1 h and then concentrated. The residue was dissolved in acetonitrile and concentrated to give 10-7 as a yellow solid.

Workup

  1. customthe mixture was purged with argon for 1 h
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in acetonitrile
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-349ef7365b6a410a95d839f4fc5d6cad
Source dataset
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06297249B1

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes