Hydrochloric Acid → HCID 22961902, compound

HRID 365888Notes

Reaction equation

HRID 365888 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:16]=[N:17][CH:18]=[N:19][CH:20]=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]=[N:19][CH:18]=[N:17][CH:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 22961901HCID 22961901, compound

Product 1

HCID 22961902HCID 22961902, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 6-chloro-3-(1-methyl-2-(S)-azetidinyl-methoxy)-5-(5-pyrimidinyl)pyridine in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 143-144° C.; 1H NMR (D2O) δ 2.56-2.76 (m, 2H), 3.80 (m, 1H), 4.26 (m, 1H), 4.44-4.58 (m, 2H), 4.79 (m, 1H), 7.70 (d, 1H, J=3.0 Hz), 8.28 (d, 1H, J=3.0 Hz), 9.00 (s, 2H), 9.22 (s, 1H); MS (CI/NH3) m/z 291 (M+H)+. Anal. Calcd for C14H15ClN4O.HCl: C, 51.39; H, 4.93; N, 17.12. Found: C, 51.51; H, 4.80; N, 16.82. [α]25D -16.33 (c 0.74, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-5b473a9918a54e7e8b13df17e62754b3
Source dataset
uspto-grants-2000_10
Patent number
US06127386

Reaction notes

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