N-[1-(2-phenylethyl)-4-ethoxycarbonyl-5-bromopyrazol-3-yl]-N-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))biphenyl-4-yl)methyl]-n-propylamine → HCID 178457033, compound

HRID 357900Notes

Reaction equation

HRID 357900 reaction equation
[C:1]1([CH2:7][CH2:8][N:9]2[C:13]([Br:14])=[C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:11]([N:20]([CH2:58][CH2:59][CH3:60])[CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:34]4[N:38](C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[N:37]=[N:36][N:35]=4)=[CH:24][CH:23]=3)=[N:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C>[C:1]1([CH2:7][CH2:8][N:9]2[C:13]([Br:14])=[C:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:11]([N:20]([CH2:58][CH2:59][CH3:60])[CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[C:34]4[NH:38][N:37]=[N:36][N:35]=4)=[CH:24][CH:23]=3)=[N:10]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 22103828N-[1-(2-phenylethyl)-4-ethoxycarbonyl-5-bromopyrazol-3-yl]-N-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))biphenyl-4-yl)methyl]-n-propylamine

Product 1

HCID 178457033HCID 178457033, compoundYield 87.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

356 mg of N-[1-(2-phenylethyl)-4-ethoxycarbonyl-5-bromopyrazol-3-yl]-N-[(2'-(N-triphenylmethyl-(1H-tetrazol-5-yl))biphenyl-4-yl)methyl]-n-propylamine were dissolved in 5 ml of ethanol and heated under reflux for 2 hours, and the solvent was distilled off under reduced pressure. The resulting residue was subjected to silica gel column chromatography (n-hexane-ethyl acetate=2:1→ethyl acetate) to obtain 224 mg of the intended compound as a pale yellow, amorphous solid.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-5718daef5e7148ac9709d70052b12127
Source dataset
uspto-grants-1998_11
Patent number
US05840909

Reaction notes

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