Hydrochloric Acid → HCID 18934773, compound

HRID 3320Notes

Reaction equation

HRID 3320 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)=[CH:4][C:3]=1[CH3:16].Cl>CCOCC>[ClH:1].[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]23[CH2:15][CH2:14][CH2:13][N:12]2[CH2:11][CH2:10][CH2:9]3)=[CH:4][C:3]=1[CH3:16]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 97947077a-(6-Chloro-5-methyl-3-pyridinyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 18934773HCID 18934773, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(6-Chloro-5-methyl-3-pyridinyl)-hexahydro-1H-pyrrolizine (245 mg, 1.03 mmol) was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the solid was crystallized from MeOH/Et2O and dried to afford the title compound as white plates: mp 179°-180° C.; 1H NMR D2O, 300 MHz) δ2.14-2.48 (m, 9H) 2.56-2.65 (m, 2H), 3.34-3.42 (m, 2H), 3.79-3.87 (m, 2H), 7.89 (d, J=3.0 Hz, 1H), 8.33 (d. J=3.0 Hz, 1H); MS (CI/NH3) m/z: 237/239 (M+H)+ ; MS (CI/NH3): m/z 237 (M+H+). Anal. Calcd for C13H17ClN2.HCl.0.2 HCl: C, 55.67; H, 6.54; N, 9.99. Found: C, 55.90; H, 6.57; N, 9.76.

Workup

  1. customThe solvent was removed
  2. customthe solid was crystallized from MeOH/Et2O
  3. customdried

Sources & evidence

ORD record
ord-b41b8bae64dd42eb82a4b840e4ce0359
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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