Hydrochloric Acid → HCID 18934779, compound

HRID 3294Notes

Reaction equation

HRID 3294 reaction equation
[ClH:1].[F:2][C:3]1[C:8]([C:9]23[CH2:16][CH2:15][CH2:14][N:13]2[CH2:12][CH2:11][CH2:10]3)=[CH:7][CH:6]=[C:5]([F:17])[N:4]=1>CCOCC>[ClH:1].[F:2][C:3]1[C:8]([C:9]23[CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][CH2:16]3)=[CH:7][CH:6]=[C:5]([F:17])[N:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 189347437a-(2,6-Difluoro-3-pyridinyl)-hexahydro-1h-pyrrolizine

Product 1

HCID 18934779HCID 18934779, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of Et2O saturated with HCl (g) was added to 7a-(2,6-difluoro-3-pyridinyl)-hexahydro-1H-pyrrolizine (from step 10a, 174 mg, 0.8 mmol) in Et2O (10 mL). The slurry was filtered, and the filter cake was washed with Et2O to afford a white solid (138 mg, 68%). mp 205°-206° C. MS (CI/NH3) m/e: 225 (M+H)+. 1H NMR D2O, 300 MHz) δ2.08-2.21 (m, 2H), 2.26-2.40 (m, 4H), 2.64-2.73 (m, 2H), 3.31-3.40 (m, 2H), 3.82-3.90 (m, 2H), 7.14 (dd, J=8.5, 2.7 Hz, 1H), 8.22-8.30 (m, 1H). Anal. Calcd for C12H15 ClF2N2 : C, 54.92; H, 5.70; N, 10.52. Found: C, 55.28; H, 5.80; N, 10.74

Workup

  1. filtrationThe slurry was filtered
  2. washthe filter cake was washed with Et2O

Sources & evidence

ORD record
ord-c055acb214344a499e3a8c789597d987
Source dataset
uspto-grants-1998_03
Patent number
US05733912

Reaction notes

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