Hydrochloric Acid → 3'-(4-Piperidinyl)-4-biphenylcarboxamide hydrochloride

HRID 70319Notes

Reaction equation

HRID 70319 reaction equation
[NH2:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([CH:16]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]3)[CH:11]=2)=[CH:6][CH:5]=1)=[O:3].[ClH:29]>O1CCOCC1.ClCCl>[ClH:29].[NH:19]1[CH2:20][CH2:21][CH:16]([C:12]2[CH:11]=[C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:2]([NH2:1])=[O:3])=[CH:5][CH:6]=3)[CH:15]=[CH:14][CH:13]=2)[CH2:17][CH2:18]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58276394HCID 58276394, compound

Product 1

HCID 671620113'-(4-Piperidinyl)-4-biphenylcarboxamide hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

A mixture of 1,1-dimethylethyl 4-[4′-(aminocarbonyl)-3-biphenylyl]-1-piperidine carboxylate (0.95 g, 0.0025 mol; I-VII-3) and 4N HCl in dioxane (5 mL) in dichloromethane (5 mL) was stirred at ambient temperature for 3 hr. The resulting solid was collected by filtration, washed with dichloromethane, diethyl ether and air-dried to give the title compound as a white solid, used without further purification. LC/MS (method A) 1.17 min; m/z 281 (M+H).

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with dichloromethane, diethyl ether
  3. customair-dried

Sources & evidence

ORD record
ord-14956f291fed47ce82ecffa6dfda32c5
Source dataset
uspto-grants-2014_09
Patent number
US08822518B2

Reaction notes

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