Hydrochloric Acid → HCID 18934747, compound

HRID 3289Notes

Reaction equation

HRID 3289 reaction equation
[Cl:1][C:2]1[C:7]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)=[CH:6][CH:5]=[CH:4][N:3]=1.Cl>CCOCC>[ClH:1].[Cl:1][C:2]1[C:7]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18934711HCID 18934711, compound

Product 1

HCID 18934747HCID 18934747, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(2-Chloro-3-pyridinyl)-hexahydro-1H-pyrrolizine (21 mg, 0.1 mmol) was dissolved in Et2O (6 mL), and Et2O saturated with HCl (g) was added. The solvent was removed, and the precipitate was triturated (3×) with Et2O to afford a yellow solid (26 mg, quant). mp 186°-188° C. MS (CI/NH3) m/e: 223 (M+H)+. 1H NMR D2O, 300 MHz) δ2.03-2.18 (m, 2H), 2.29-2.41 (m, 2H), 2.54-2.64 (m, 2H), 2.75-2.84 (m,2H), 3.41-2.51 (m, 2H), 2.93-4.02 (m, 2H), 7.57 (dd, J=8.1, 4.7 Hz, 1H), 8.01 (dd, J=8.1, 1.7 Hz, 1H), 8.42 (dd, J=4.7, 1.7 Hz, 1H). Anal. Calcd for Cl2H16Cl2N2 : C, 55.61; H, 6.22; N, 10.81. Found: C, 55.21; H, 6.25; N, 10.45

Workup

  1. customThe solvent was removed
  2. customthe precipitate was triturated (3×) with Et2O
  3. customto afford a yellow solid (26 mg, quant)

Sources & evidence

ORD record
ord-092e97d5277f41ea9797e8d42117af0e
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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