Hydrochloric Acid → 4-(piperidin-4-yloxy)-1-(pyridin-3-yl)pyridin-2(1H)-one hydrochloric acid salt

HRID 1895702Notes

Reaction equation

HRID 1895702 reaction equation
[O:1]=[C:2]1[CH:7]=[C:6]([O:8][CH:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)[CH:5]=[CH:4][N:3]1[C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1.[ClH:28]>CO>[ClH:28].[NH:12]1[CH2:11][CH2:10][CH:9]([O:8][C:6]2[CH:5]=[CH:4][N:3]([C:22]3[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=3)[C:2](=[O:1])[CH:7]=2)[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67367446Tert-butyl 4-(2-oxo-1-(pyridin-3-yl)-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate

Product 1

HCID 673692734-(piperidin-4-yloxy)-1-(pyridin-3-yl)pyridin-2(1H)-one hydrochloric acid salt

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 4-(2-oxo-1-(pyridin-3-yl)-1,2-dihydropyridin-4-yloxy)piperidine-1-carboxylate (142 mg, 0.382 mmol), hydrogen chloride (4.0 M in 1,4-dioaxne, 1.5 mL, Aldrich) in MeOH (1.5 mL) was stirred at room temperature for 45 min and then concentrated to give the product (115 mg) as a light orange solid. The material was used in the next step without further purification. MS (ESI) 272 (M+H).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-2f233ea9f90746fdaccbe4242ee9abb0
Source dataset
uspto-grants-2013_08
Patent number
US08513424B2

Reaction notes

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