Hydrochloric Acid → HCID 22961847, compound

HRID 365911Notes

Reaction equation

HRID 365911 reaction equation
[NH:1]1[CH2:4][CH2:3][C@@H:2]1[CH2:5][O:6][C:7]1[CH:8]=[N:9][C:10]([Cl:19])=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:12]=1.Cl.CO>CCOCC>[ClH:19].[NH:1]1[CH2:4][CH2:3][C@@H:2]1[CH2:5][O:6][C:7]1[CH:8]=[N:9][C:10]([Cl:19])=[C:11]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 22961846HCID 22961846, compound

Product 1

HCID 22961847HCID 22961847, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3-(2-(R)-azetidinylmethoxy)-6-chloro-5-phenyl-pyridine in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 143-145° C.; 1H NMR (D2O) δ 2.70 (q, 2H, J=8.5 Hz), 4.02-4.22 (m, 2H), 4.46 (d, 2H, J=4.5 Hz), 4.97 (m, 1H), 7.57 (s, 5H), 7.60 (d, 1H, J=3.0 Hz), 8.19 (d, 1H, J=3.0 Hz); MS (CI/NH3) m/z 275 (M+H)+. Anal. Calcd for C15H15ClN2O.1.4 HCl: C, 55.30; H, 5.07; N, 8.60. Found: C, 55.19; H, 5.25; N, 8.52. [α]25D +9.4 (c 0.8, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-11e7f0379da140629bac0285fc4dad86
Source dataset
uspto-grants-2000_10
Patent number
US06127386

Reaction notes

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