2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile → HCID 19420458, compound

HRID 863825Notes

Reaction equation

HRID 863825 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][NH:8][CH2:9][CH2:10][N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[CH:2]=1.[C:17]([O:21][C:22](ON=C(C1C=CC=CC=1)C#N)=[O:23])([CH3:20])([CH3:19])[CH3:18]>O1CCOCC1.O>[C:17]([O:21][C:22]([N:8]([CH2:7][C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH2:9][CH2:10][N:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1)=[O:23])([CH3:20])([CH3:19])[CH3:18]

Participants

4

Reactant 2

HCID 938652-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 248753NSC66184

Product 1

HCID 19420458HCID 19420458, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

1-(2-[3-pyridylmethylamino]-ethyl)-piperazine (2.20 g, 10 mmol) is dissolved in 20 mL of dioxane:water (1:1) mixture and 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile (2.46 g, 10 mmol) is added. The mixture is then stirred until no starting material is detected on thin layer chromatography. The obtained mixture is fractionally separated by silica gel chromatography, followed by RP-HPLC to obtain 1-(2-[N-tert-butoxycarbonyl-3-pyridylmethylamino]-ethyl)-piperazine.

Workup

  1. additionis added
  2. customThe obtained mixture is fractionally separated by silica gel chromatography

Sources & evidence

ORD record
ord-f439d9adb782423fa7b3b4a796555177
Source dataset
uspto-grants-1996_10
Patent number
US05561140

Reaction notes

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