Hydrochloric Acid → HCID 68678391, compound

HRID 2356669Notes

Reaction equation

HRID 2356669 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[N:11]([CH2:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[NH:24]C(=O)OC(C)(C)C)[C:10]2=[O:32])=[CH:5][C:4]=1[C:33]([F:36])([F:35])[F:34])#[N:2].[ClH:37]>C(OCC)(=O)C.C(OCC)C>[ClH:37].[NH2:24][C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[CH2:17][N:11]1[C:12]([CH3:15])([CH3:16])[C:13](=[O:14])[N:9]([C:6]2[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([C:33]([F:36])([F:35])[F:34])[CH:5]=2)[C:10]1=[O:32]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 70254608HCID 70254608, compound

Product 1

HCID 68678391HCID 68678391, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.369 g of compound 68.2 were dissolved in 3.7 ml of ethyl acetate and admixed with 1.47 ml of a 2 molar solution of HCl in diethyl ether, and stirred at room temperature for 24 h. 4 equivalents in each case of ethereal HCl solution were added twice more and the solution was left to stand for 24 h each time. For workup, the reaction mixture was concentrated under reduced pressure, and the residue was dissolved in acetonitrile/water and freeze-dried. 4-[3-(2-Aminobenzyl)-4,4-dimethyl-2,5-dioxoimidazolidin-1-yl]-2-trifluoromethylbenzonitrile hydrochloride was obtained in quantitative yield. Molecular weight (free base) 402.13 (C20H17F3N4O2); retention time Rt=1.59 min. [B]; MS (ESI): 403.14 (MH+).

Workup

  1. waitthe solution was left
  2. waitto stand for 24 h
  3. concentrationFor workup, the reaction mixture was concentrated under reduced pressure
  4. dissolutionthe residue was dissolved in acetonitrile/water
  5. customfreeze-dried

Sources & evidence

ORD record
ord-ad827b86385043d3a6e22acccdc55133
Source dataset
uspto-grants-2010_07
Patent number
US07759366B2

Reaction notes

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