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Hydrochloric Acid → HCID 18934717, compound

HRID 3324
Notes
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Reaction equation

HRID 3324 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)[CH:5]=[N:6][CH:7]=1.[ClH:16]>CCOCC>[ClH:16].[CH3:1][C:2]1[CH:3]=[C:4]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)[CH:5]=[N:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18934718HCID 18934718, compound

Product 1

HCID 18934717HCID 18934717, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(5-methyl-3-pyridinyl)-hexahydro-1H-pyrrolizine (109 mg, 0.54 mmol) was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the solid was triturated with Et2O and dried to afford the title compound as a white powder (112 mg, 87%); mp 153°-154° C.; 1H NMR D2O, 300 MHz) δ2.12-2.49 (m, 9H), 2.57-2.66 (m, 2H), 3.34-3.43 (m, 2H), 3.79-3.87 (m, 2H), 7.90 (s, 1H), 8.46 (s, 1H), 8.52 (s, 1H); MS (CI/NH3) m/z: 203 (M+H)+ ; MS (CI/NH3): m/z 203 (M+H+), 220 (M+NH4+). Anal. Calcd for C13H18N2.1.4 HCl: C, 61.63; H, 7.72; N, 11.06. Found: C, 61.82; H, 7.89; N, 11.00.

Workup

  1. customThe solvent was removed
  2. customthe solid was triturated with Et2O
  3. customdried

Sources & evidence

ORD record
ord-4307238908404aba91158ac3e78330d3
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05733912

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes