Hydrochloric Acid → HCID 22961899, compound

HRID 365914Notes

Reaction equation

HRID 365914 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([O:8][CH2:9][C@H:10]2[CH2:13][CH2:12][N:11]2[CH3:14])=[CH:4][C:3]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl.CO>CCOCC>[ClH:1].[Cl:1][C:2]1[N:7]=[CH:6][C:5]([O:8][CH2:9][C@H:10]2[CH2:13][CH2:12][N:11]2[CH3:14])=[CH:4][C:3]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 22961898HCID 22961898, compound

Product 1

HCID 22961899HCID 22961899, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 6-chloro-3-(1-methyl-2-(R)-azetidinylmethoxy)-5-phenylpyridine in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 173-175° C.; 1H NMR (D2O) δ 2.60-2.78 (m, 3H), 3.00 (s, 3H), 4.02 (m, 1H), 4.25 (m, 1H), 4.60-4.78 (m, 2H), 7.56-7.60 (m, 6H), 8.18 (d, 1H, J=2.0 Hz); MS (CI/NH3) m/z 289 (M+H)+. Anal. Calcd for C16H17ClN2O.1.1 HCl; C, 58.43; H, 5.55; N, 8.52. Found: C, 58.37; H, 5.56; N, 8.43. [α]D23 +40.37 (c 0.27, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-8b3f6014061e418199c4771817b5e855
Source dataset
uspto-grants-2000_10
Patent number
US06127386

Reaction notes

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