Hydrochloric Acid → HCID 22961861, compound

HRID 365884Notes

Reaction equation

HRID 365884 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:15])=[C:11]([CH:13]=[CH2:14])[CH:12]=1.[ClH:16].CO>CCOCC>[ClH:15].[ClH:16].[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:15])=[C:11]([CH:13]=[CH2:14])[CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 22961860HCID 22961860, compound

Product 1

HCID 22961861HCID 22961861, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3-(2-(S)-azetidinylmethoxy)-6-chloro-5-ethenylpyridine from step b above in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 121° C. (dec); 1H NMR (D2O) δ 2.70 (q, 2H, J=8.5 Hz), 4.03-4.21 (m, 2H), 4.45 (d, 2H, J=4.0 Hz), 4.96 (m , 1H), 5.60 (d, 1H, J=11.0 Hz), 5.94 (d, 1H, J=17.0 Hz), 7.01 (dd, 1H, J=11.0, 17.5 Hz), 7.74 (d, 1H, J=3.0 Hz), 8.05 (d, 1H, J=3.0 Hz); MS (CI/NH3) m/z 225 (M+H)+, 242 (M+NH4)+. Anal. Calcd for C11H13CIN2O.1.1 HCl: C, 49.90; H, 5.37; N, 10.58. Found: C, 49.84; H, 5.25; N, 10.27. [α]25D -9.9 (c 2.0, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-2bb6d2ebe07a4292941f9af5f51f8337
Source dataset
uspto-grants-2000_10
Patent number
US06127386

Reaction notes

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