Hydrochloric Acid → N-(3-(4-fluorophenoxy)phenyl)-4-methylpiperidine-4-carboxamide

HRID 216020Notes

Reaction equation

HRID 216020 reaction equation
[F:1][C:2]1[CH:31]=[CH:30][C:5]([O:6][C:7]2[CH:8]=[C:9]([NH:13][C:14]([C:16]3([CH3:29])[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]3)=[O:15])[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1.Cl>O1CCOCC1>[F:1][C:2]1[CH:31]=[CH:30][C:5]([O:6][C:7]2[CH:8]=[C:9]([NH:13][C:14]([C:16]3([CH3:29])[CH2:17][CH2:18][NH:19][CH2:20][CH2:21]3)=[O:15])[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68989388Tert-butyl 4-(3-(4-fluorophenoxy)phenylcarbamoyl)-4-methylpiperidine-1-carboxylate

Product 1

HCID 67036908N-(3-(4-fluorophenoxy)phenyl)-4-methylpiperidine-4-carboxamideYield 56%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 4-(3-(4-fluorophenoxy)phenylcarbamoyl)-4-methylpiperidine-1-carboxylate from step A was treated with 4 N HCl in dioxane for 16 hours at room temperature. The product was isolated by filtration and washed with ether to afford the title compound (206 mg, 56% for two steps) as the hydrochloride salt. MS (ES+) [M+H]+=329.

Workup

  1. customThe product was isolated by filtration
  2. washwashed with ether

Sources & evidence

ORD record
ord-8dd9f2fe00a143329279780fa659edff
Source dataset
uspto-grants-2012_06
Patent number
US08193202B2

Reaction notes

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