Hydrochloric Acid → HCID 67301727, compound

HRID 1015339Notes

Reaction equation

HRID 1015339 reaction equation
C(OC(N1CCC([CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[C:17]=2[C:23]#[N:24])CC1)=O)(C)(C)C.[ClH:25].O1[CH2:31][CH2:30]OCC1>>[ClH:25].[F:22][C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([O:15][CH2:14][N:24]2[CH2:31][CH2:30][CH2:16][CH2:17][CH2:23]2)[C:17]=1[C:23]#[N:24]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-Dioxane2×HCID 24776786HCID 24776786, compound

Product 1

HCID 67301727HCID 67301727, compoundYield 66%

Procedure

4-(2-Cyano-3-fluorophenoxymethyl)piperidine-1-carboxylic acid tert-butyl ester (920 mg, 2.8 mmol) was dissolved in 5 mL of dioxane, and 3 mL of 4M HCl in dioxane was added over 1 minute at room temperature. Reaction stirred for 5 hrs and white precipitate was collected by filtration. Solids rinsed once with cold ether and dried to afford 2-fluoro-6-(piperidin-1-ylmethoxy)benzonitrile hydrochloride. (500 mg; 66% yield).

Workup

  1. customReaction
  2. filtrationwhite precipitate was collected by filtration
  3. washSolids rinsed once with cold ether
  4. customdried

Sources & evidence

ORD record
ord-e34ebaf4e6d94d85ad237268de5a0eb7
Source dataset
uspto-grants-2011_07
Patent number
US07985755B2

Reaction notes

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