Hydrochloric Acid → 7a-(3-Propyl-5-isoxazolyl)-hexahydro-1h-pyrrolizine hydrochloride salt

HRID 3304Notes

Reaction equation

HRID 3304 reaction equation
[CH2:1]([C:4]1[CH:8]=[C:7]([C:9]23[CH2:16][CH2:15][CH2:14][N:13]2[CH2:12][CH2:11][CH2:10]3)[O:6][N:5]=1)[CH2:2][CH3:3].[ClH:17]>CCOCC>[ClH:17].[CH2:1]([C:4]1[CH:8]=[C:7]([C:9]23[CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][CH2:16]3)[O:6][N:5]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347247a-(3-propyl-5-isoxazolyl)-hexahydro-1H-pyrrolizine

Product 1

HCID 189347587a-(3-Propyl-5-isoxazolyl)-hexahydro-1h-pyrrolizine hydrochloride salt

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

7a-(3-propyl-5-isoxazolyl)-hexahydro-1H-pyrrolizine (265 mg, 1.30 mmol, from step 14a) was dissolved in Et2O, and Et2O saturated with HCl (g) was added. The solvent was removed, and the precipitate was triturated with Et2O and dried to afford the title compound as a free flowing white powder. mp 97°-98° C. MS (NH3 /CI): m/z 207 (M+H+); 1H NMR (D2O, 300 MHz) δ0.92 (t, J=7.5 Hz, 3H), 1.63-1.75 (m, 2H), 2.20-2.40 (m, 6H), 2.59-2.71 (m, 4H), 3.30-3.38 (m, 2H), 3.70-3.78,(m, 2H), 6.65 (s, 1H); MS (CI/NH3) m/z: 221 (M+H)+.Anal. Calcd for C13H20N2O.HCl: C, 59.38; H, 7.89; N, 11.54. Found: C, 59.44; H, 7.94; N, 11.48.

Workup

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

Sources & evidence

ORD record
ord-402839b675474c22a8bd5c354e9adae4
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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