Hydrochloric Acid → HCID 67506314, compound

HRID 473832Notes

Reaction equation

HRID 473832 reaction equation
[C:1]([C@@H:3]1[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[C@@H:5]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[C:18]([F:23])[CH:17]=2)[CH2:4]1)#[N:2].C(#N)C.[ClH:27]>O1CCOCC1>[ClH:27].[F:23][C:18]1[CH:17]=[C:16]([C@H:5]2[CH2:4][C@H:3]([C:1]#[N:2])[CH2:8][CH2:7][NH:6]2)[CH:21]=[CH:20][C:19]=1[F:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6342AcetonitrileHCID 86672016HCID 86672016, compound

Product 1

HCID 67506314HCID 67506314, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of (±)-1,1-dimethylethyl (2R,4R)-4-cyano-2-(3,4-difluorophenyl)piperidine-1-carboxylate (65 mg, 0.20 mmol), acetonitrile (2 mL), and 4 M hydrogen chloride in 1,4-dioxane (2 mL) was stirred at 70° C. for 15 minutes. The reaction mixture was concentrated and dried to give (±)-(2R,4R)-2-(3,4-difluorophenyl)piperidine-4-carbonitrile hydrochloride salt (50 mg, 96% yield); MS (EI) for C12H12F2N2: 223 (MH+).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried

Sources & evidence

ORD record
ord-c6a777ceb5654057ab8320321563eee2
Source dataset
uspto-grants-2014_01
Patent number
US08637499B2

Reaction notes

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