Hydrochloric Acid → 7a-(2,6-Dichloro-3-pyridinyl)-hexahydro-1h-pyrrolizine hydrochloride salt

HRID 3296Notes

Reaction equation

HRID 3296 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]=[C:4]([Cl:16])[N:3]=1.Cl>CCOCC>[ClH:1].[Cl:1][C:2]1[C:7]([C:8]23[CH2:9][CH2:10][CH2:11][N:12]2[CH2:13][CH2:14][CH2:15]3)=[CH:6][CH:5]=[C:4]([Cl:16])[N:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347197a-(2,6-dichloro-3-pyridinyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 189347667a-(2,6-Dichloro-3-pyridinyl)-hexahydro-1h-pyrrolizine hydrochloride saltYield 101%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(2,6-dichloro-3-pyridinyl)-hexahydro-1H-pyrrolizine (from step 11a, 62 mg, 0.24 mmol) was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the precipitate was triturated with Et2O to give a white solid (35.6 mg). mp 212°-214° C. 1H NMR D2O, 300 MHz) δ2.02-2.18 (m, 2H), 2.28-2.41 (m, 2H), 2.52-2.64 (m, 2H), 2.72-2.83 (m, 2H), 3.41-3.50 (m, 2H), 3.92-4.02 (m, 2H), 7.60 (d, J=8.5 Hz, 1H), 8.00 (d, J=8.5 Hz, 1H); MS (ClfNH3) m/z: 257/259 (M+H)+. Anal. Calcd for C12 H16ClFN2 : C, 49.26; H, 4.82; N, 9.57. Found: C, 49.14; H, 5.03; N, 9.47.

Workup

  1. customThe solvent was removed
  2. customthe precipitate was triturated with Et2O

Sources & evidence

ORD record
ord-6a4ede5955b04d74b49bc94baae656f9
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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