Hydrochloric Acid → HCID 22961852, compound

HRID 2305174Notes

Reaction equation

HRID 2305174 reaction equation
[NH:1]1[CH2:4][CH2:3][C@H:2]1[CH2:5][O:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]2[CH:14]=[N:15][CH:16]=[N:17][CH:18]=2)[CH:12]=1.[ClH:19].Cl.O.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][CH:10]=[C:11]([C:13]2[CH:18]=[N:17][CH:16]=[N:15][CH:14]=2)[CH:12]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 21885828Hydrate;hydrochlorideHCID 22961850HCID 22961850, compound

Product 1

HCID 22961852HCID 22961852, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3-(2-(S)-azetidinylmethoxy)-5-(5-pyrimidinyl)pyridine from step b above in Et2O was added hydrogen chloride (1.0 M in Et2O) carefully to afford the tittle compound: mp 185° C. (dec); 1H NMR (D2O) δ 2.64-2.78 (m, 2H), 3.59 (m, 1H), 4.08-4.22 (m, 2H), 4.52 (d, 1H, J=4.0 Hz), 4.97 (m, 1H), 7.84 (m, 1H), 8.36 (m, 1H), 8.93 (d, 1H, J=8.5 Hz), 9.11 (d, 1H, J=2.0 Hz), 9.17 (d, 1H, J=17.5 Hz); MS (CI/NH3) m/z 243 (M+H)+. Anal. Calcd for C13H14N4O.2 HCl.H2O: C, 46.86; H, 5.44; N. 16.81. Found: C, 47.08; H, 5.50; N, 16.79. [α]25D −6.32 (c 0.56, MeOH).

Workup

  1. customto afford the tittle compound

Sources & evidence

ORD record
ord-07bdfb4ec9764aee858f47f60c6b5809
Source dataset
uspto-grants-2002_08
Patent number
US06437138B1

Reaction notes

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