Hydrochloric Acid → HCID 22961854, compound

HRID 2305167Notes

Reaction equation

HRID 2305167 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([O:9][CH2:10][C@@H:11]2[CH2:15][CH2:14]C[NH:12]2)[CH:6]=[N:7][CH:8]=1)=[CH2:2].[ClH:16].CO>CCOCC>[ClH:16].[ClH:16].[NH:12]1[CH2:14][CH2:15][C@H:11]1[CH2:10][O:9][C:5]1[CH:6]=[N:7][CH:8]=[C:3]([CH:1]=[CH2:2])[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 54291747HCID 54291747, compound

Product 1

HCID 22961854HCID 22961854, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 5-ethenyl-3-(2-(S)-pyrrolidinylmethoxy)pyridine in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 88-90° C. 1H NMR (D2O) δ 2.64-2.78 (m, 2H), 4.04-4.22 (m, 2H), 4.50 (d, 1H, J=4.0 Hz), 4.80 (m, 1H), 4.96 (m, 1H), 5.58 (dd, 1H, J=11.0 Hz), 6.04 (d, 1H, J=18.0 Hz), 6.83 (dd, 1H, J=11.0, 18.0 Hz), 7.85 (t, 1H, J=2.0 Hz), 8.31 (br s, 1H), 8.36 (br s, 1H); MS (CI/NH3) m/z 191 (M+H)+. Anal. Calcd for C11H14N2O.1.8 HCl: C, 51.64; H, 6.22; N, 10.95. Found: C, 51.59; H, 5.92; N, 10.75. [α]25D +2.58 (c 0.62, MeOH

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-62f7b36110ad4f90a2fdd2e86e1fd32a
Source dataset
uspto-grants-2002_08
Patent number
US06437138B1

Reaction notes

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