Hydrochloric Acid → 2-(Azetidin-3-yloxy)-3-(3,6-dihydro-2H-pyran-4-YL)pyridine hydrochloride

HRID 2207803Notes

Reaction equation

HRID 2207803 reaction equation
[O:1]1[CH2:6][CH:5]=[C:4]([C:7]2[C:8]([O:13][CH:14]3[CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]3)=[N:9][CH:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1.[ClH:25]>CO>[ClH:25].[NH:16]1[CH2:15][CH:14]([O:13][C:8]2[C:7]([C:4]3[CH2:5][CH2:6][O:1][CH2:2][CH:3]=3)=[CH:12][CH:11]=[CH:10][N:9]=2)[CH2:17]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58547888Tert-butyl 3-((3-(3,6-dihydro-2H-pyran-4-YL)pyridin-2-YL)oxy)azetidine-1-carboxylate

Product 1

HCID 674774502-(Azetidin-3-yloxy)-3-(3,6-dihydro-2H-pyran-4-YL)pyridine hydrochlorideYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To tert-butyl 3-((3-(3,6-dihydro-2H-pyran-4-yl)pyridin-2-yl)oxy)azetidine-1-carboxylate (see PREPARATION P25.1; 2.3 g, 6.9 mmol) was added 4 M HCl in MeOH (100 mL). The reaction mixture was stirred at room temperature for 2 hours. The solvent was removed to give the title compound (1.5 g, 6.5 mmol, yield 95%).

Workup

  1. customThe solvent was removed

Sources & evidence

ORD record
ord-3a7728b874984920ae174c95473c184e
Source dataset
uspto-grants-2016_06
Patent number
US09376450B2

Reaction notes

Loading…