Hydrochloric Acid → HCID 57430045, compound

HRID 1169828Notes

Reaction equation

HRID 1169828 reaction equation
[C:1]([C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[N:17]=2)[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][CH2:4]1)#[N:2].[ClH:23]>O1CCOCC1>[ClH:23].[ClH:23].[CH3:22][C:18]1[N:17]=[C:16]([C:3]2([C:1]#[N:2])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]2)[CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57430044HCID 57430044, compound

Product 1

HCID 57430045HCID 57430045, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 4-cyano-4-(6-methylpyridin-2-yl)piperidine-1-carboxylate (II-2) (5.41 g, 18 mmole) was added 4M HCl in dioxane (60 mL). The resulting reaction mixture was stirred for 2 h at rt. After this time, LCMS indicated that the reaction was completion. The reaction was concentrated to afford 4-(6-methylpyridin-2-yl)piperidine-4-carbonitrile dihydrochloride (II-3) as a white solid. Analytical LCMS: single peak (214 nm), 1.669 min. This product was used in next step without further purification.

Workup

  1. customThe resulting reaction mixture
  2. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-0fedab707b9248259acd77740632c273
Source dataset
uspto-grants-2010_11
Patent number
US07825135B2

Reaction notes

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