Hydrochloric Acid → HCID 86755891, compound

HRID 365904Notes

Reaction equation

HRID 365904 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([O:8][CH2:9][C@@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2[CH3:15])=[CH:4][C:3]=1[C:16]1[CH:17]=[N:18][CH:19]=[N:20][CH:21]=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[CH2:14][CH2:13][CH2:12][N:11]2[CH3:15])=[CH:4][C:3]=1[C:16]1[CH:21]=[N:20][CH:19]=[N:18][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 22961903HCID 22961903, compound

Product 1

HCID 86755891HCID 86755891, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 6-chloro-3-(1-methyl-2-(S)-pyrrolidinylmethoxy)-5-(5-pyrimidinyl)pyridine in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 200-202° C.; 1H NMR (D2O) δ 2.03-2.17 (m, 2H), 2.24 (m, 1H), 2.39 (m, 1H), 3.05 (s, 3H), 3.13 (m, 1H), 3.75 (m, 1H), 3.96 (m, 1H), 4.41 (dd, 1H, J=6.0, 11.0 Hz), 4.58 (dd, 1H, J=3.0, 11.0 Hz), 7.67 (d, 1H, J=3.0 Hz), 8.25 (d, 1H, J=3.0 Hz), 9.00 (s, 2H), 9.22 (s, 1H); MS (CI/NH3) m/z 306 (M+H)+. Anal. Calcd for C15H17ClN4O.1.4 HCl: C, 50.63; H, 5.21; N, 15.75. Found: C, 50.66; H, 4.94; N, 15.40. [α]25D -8.16 (c 8.7, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-8151833fd5074f0a94d7ef314eb2769d
Source dataset
uspto-grants-2000_10
Patent number
US06127386

Reaction notes

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