Hydrochloric Acid → HCID 18934769, compound

HRID 3328

Reaction equation

HRID 3328 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]23[CH2:16][CH2:15][CH2:14][N:13]2[CH2:12][CH2:11][CH2:10]3)[CH:5]=[N:6][C:7]=1[F:8].Cl>CCOCC>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([C:9]23[CH2:16][CH2:15][CH2:14][N:13]2[CH2:12][CH2:11][CH2:10]3)[CH:5]=[N:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347597a-(5-chloro-6-fluoro-3-pyridinyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 18934769HCID 18934769, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(5-chloro-6-fluoro-3-pyridinyl)-hexahydro-1H-pyrrolizine 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 (35 mg, 74%): mp 181°-183° C.; 1H NMR (D2O, 300 MHz) δ2.15-2.50 (m, 6H), 2.56-2.65 2H), 3.34-3.42 (m, 2H), 3.79-3.87 (m, 2H), 8.24-8.29 (m, 2H); MS (CI/NH3) m/z: 241 (M+H)+ ; MS (CI/NH3): m/z 241/243 (M+H+). Anal. Calcd for C12H14 ClFN2.HCl: C, 52.00; H, 5.45; N, 10.11. Found: C, 51.81; H, 5.62; N, 9.84.

Workup

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

Sources & evidence

ORD record
ord-de9abf64e74b42648268c346ed5db6f3
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Linked notes

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