Hydrochloric Acid → HCID 69830089, compound

HRID 365883Notes

Reaction equation

HRID 365883 reaction equation
[CH:1]([C:3]1[CH:4]=[C:5]([O:9][CH2:10][C@@H:11]2[CH2:15][CH2:14][CH2:13][NH:12]2)[CH:6]=[N:7][CH:8]=1)=[CH2:2].[ClH:16].CO>CCOCC>[ClH:16].[ClH:16].[CH:1]([C:3]1[CH:4]=[C:5]([O:9][CH2:10][C@@H:11]2[CH2:15][CH2:14][CH2:13][NH:12]2)[CH:6]=[N:7][CH:8]=1)=[CH2:2]

Participants

5

Reactant 3

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

Product 1

HCID 69830089HCID 69830089, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 5-ethenyl-3-(2-(S)-pyrrolidinylmethoxy)pyridine from step b above in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 97° C. (dec). 1H NMR (D2O) δ 1.97 (m, 1H), 2.04-2.20 (m, 2H), 2.30 (m, 1H), 3.42 (t, 2H, J=7.0 Hz), 4.17 (m, 1H), 4.40 (dd, 1H, J=7.5, 10.5 Hz), 4.61 (dd, 1H, J=3.5, 10.5 Hz), 5.70 (d, 1H, J=11.0 Hz), 6.13 (d, 1H, J=17.5 Hz), 6.85 (dd, 1H, J=11.0, 17.5 Hz), 8.15 (t, 1H, J=3.0 Hz), 8.39 (d, 1H, J=2.5Hz), 8.48 (s, 1H). MS (CI/NH3) m/z 205 (M+H)+. Anal. Calcd for C12H16N2O.2 HCl: C, 52.00; H, 6.55; N, 10.11. Found: C, 52.22; H, 6.42; N, 9.87. [α]25D +22.5 (c 0.68, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-5baa90ea3ad94180813c6dab8d86ae2e
Source dataset
uspto-grants-2000_10
Patent number
US06127386

Reaction notes

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