Hydrochloric Acid → HCID 21345186, compound

HRID 365902Notes

Reaction equation

HRID 365902 reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]([O:10][CH2:11][C@H:12]2[CH2:16]CC[N:13]2[CH3:17])[CH:7]=[N:8][CH:9]=1)[CH:2]=[CH2:3].[ClH:18].O.CO>CCOCC>[ClH:18].[CH2:1]([C:4]1[CH:5]=[C:6]([O:10][CH2:11][C@@H:12]2[CH2:16][CH2:17][NH:13]2)[CH:7]=[N:8][CH:9]=1)[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 962WaterHCID 54483432HCID 54483432, compound

Product 1

HCID 21345186HCID 21345186, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 5-allyl-3-(1-methyl-2-(R)-pyrrolidinylmethoxy)pyridine in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: 1H NMR (D2O) δ 2.70 (q, 2H, J=8.5 Hz), 3.49 (d, 2H, J=6.5 Hz), 4.02-4.20 (m, 2H), 4.44 (d, 2H, J=4.5 Hz), 4.95 (m, 1H), 5.12-5.20 (m, 2H), 6.05 (m, 1H), 7.53 (s, 1H), 8.15 (s, 1H), 8.24 (d, 1H, J=2.0 Hz); MS (CI/NH3) m/z 205 (M+H)+. Anal. Calcd for C12H16N2O.2 HCl.0.2 H2O: C, 54.14; H, 6.82; N, 10.52. Found: C, 54.30; H, 6.82; N, 10.49. [α]25D -3.5 (c 0.63, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-7ce6d34c087e4fdd896499146b252835
Source dataset
uspto-grants-2000_10
Patent number
US06127386

Reaction notes

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