Hydrochloric Acid → 6-(Piperidin-4-yl)nicotinonitrile hydrochloride

HRID 541229Notes

Reaction equation

HRID 541229 reaction equation
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]2)=[N:7][CH:8]=1)#[N:2].[ClH:22]>C(OCC)(=O)C>[ClH:22].[NH:12]1[CH2:11][CH2:10][CH:9]([C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][N:7]=2)[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69453251Tert-butyl 4-(5-cyanopyridin-2-yl)piperidine-1-carboxylate2×

Product 1

HCID 673246076-(Piperidin-4-yl)nicotinonitrile hydrochlorideYield 97%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
7.5 °C

Procedure

Through a solution of tert-butyl 4-(5-cyanopyridin-2-yl)piperidine-1-carboxylate (compound 50.2, 200 mg, 0.70 mmol, 1.00 equiv) in ethyl acetate (20 mL) was bubbled HCl gas. The resulting mixture was stirred for 40 min at 5-10° C. The resulting precipitate was collected by filtration and dried to yield 150 mg (97%) of the title compound as a white solid.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customdried

Sources & evidence

ORD record
ord-23be840a44d44791af03da026b9f4c04
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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