HCID 14951032, compound → HCID 15294219, compound

HRID 266923Notes

Reaction equation

HRID 266923 reaction equation
[N+:1]([C:4]1[CH:22]=[CH:21][C:7]([CH2:8][N:9]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16][NH:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:22]=[CH:21][C:7]([CH2:8][N:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14][NH:15][CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 14951032HCID 14951032, compound

Product 1

HCID 15294219HCID 15294219, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In 10 ml of methanol was dissolved 690 mg (2.25 mmole) of 1-(4-nitrobenzyl)-1,4,7,10-tetraazacyclododecane (prepared by the procedure of Example H). To the solution was added 350 mg of 10 percent palladium on carbon catalyst. Excess hydrogen was purged through the solution at 25° C. Within 45 minutes TLC indicated that the title product was prepared (Rf =0.33, Solvent System 3). Chromatographic purification of the formed titled product was conducted on 1 in.×16 in. flash silica column (Solvent System 3) and provided 480 mg (77 percent) of the title product as a pale yellow, clear oil.

Workup

  1. customprepared by the procedure of Example H)
  2. customExcess hydrogen was purged through the solution at 25° C
  3. customwas prepared (Rf =0.33, Solvent System 3)
  4. customChromatographic purification of the

Sources & evidence

ORD record
ord-6e2c59b6e74b4bbf8ce1ccd81d9e531a
Source dataset
uspto-grants-1997_07
Patent number
US05652361

Reaction notes

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