Hydrochloric Acid → HCID 18934726, compound

HRID 3288Notes

Reaction equation

HRID 3288 reaction equation
[F: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.[ClH:16]>CCOCC>[ClH:16].[F: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 189347207a-(2-Fluoro-3-pyridinyl)-hexahydro-1h-pyrrolizine

Product 1

HCID 18934726HCID 18934726, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(2-fluoro-3-pyridinyl)-hexahydro-1H-pyrrolizine (from step 6a, 59 mg, 0.3 mmol) was dissolved in Et2O (8 mL), and Et2O saturated with HCl (g) was added. The solvent was removed, and the precipitate was recrystallized from MeOH/Et2O to afford a white solid (54 mg, 77%). mp 185°-186° C. MS (CI/NH3) m/e: 207 (M+H)+. 1H NMR D2O, 300 MHz) a 2.06-2.21 (m, 2H), 2.27-2.41 (m, 4H), 2.65-2.77 (m, 2H), 3.32-3.40 (m, 2H), 3.85-3.95 (m, 2H), 7.47 (ddd, J=7.7, 4.8, 1.8 Hz, 1H), 8.14 (ddd, J=10.7, 7.7, 1.8 Hz, 1H), 8.27 (ddd, J=4.8, 1.8, 1.1 Hz, 1H). Anal. Calcd for C12H16ClFN2 : C, 59.38; H, 6.64; N, 11.54. Found: C, 59.14; H, 6.53; N, 11.34.

Workup

  1. customThe solvent was removed
  2. customthe precipitate was recrystallized from MeOH/Et2O

Sources & evidence

ORD record
ord-5d856ea1f5d4426aaad2bca65084aa0a
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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