Hydrochloric Acid → HCID 67469210, compound

HRID 1850254Notes

Reaction equation

HRID 1850254 reaction equation
[ClH:1].C(OC([N:9]1[CH2:12][CH:11]([C:13]2[C:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:15][CH:16]=[CH:17][CH:18]=2)[CH2:10]1)=O)(C)(C)C>CO>[ClH:1].[NH:9]1[CH2:12][CH:11]([C:13]2[C:14]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[N:15][CH:16]=[CH:17][CH:18]=2)[CH2:10]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 58547620HCID 58547620, compound

Product 1

HCID 67469210HCID 67469210, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 4 M HCl in MeOH (10 mL) was added 3-(2-phenyl-pyridin-3-yl)-azetidine-1-carboxylic acid tert-butyl ester (27) (180 mg, 0.58 mmol) at 0° C. and the resulting mixture was stirred at RT for 1 h. The mixture was concentrated under reduced pressure to give 3-azetidin-3-yl-2-phenyl-pyridine hydrochloride (28) (120 mg, yield 94%) which was used for the next step without further purification. ESI-MS (M+1): 211 calc. for C14H14N2 210.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-e26f2885da164ab6a153f27606477dee
Source dataset
uspto-grants-2015_02
Patent number
US08957073B2

Reaction notes

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