5-Fluorouracil → HCID 20525065, compound

HRID 1702790Notes

Reaction equation

HRID 1702790 reaction equation
O=C1CCC(=O)N1C(CCCC)C(O)=O.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[O:33]=[C:34]1[CH2:38][CH2:37][C:36](=[O:39])[N:35]1[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][N:45]=[C:46]=[O:47].[F:48][C:49]1[C:50](=[O:56])[NH:51][C:52](=[O:55])[NH:53][CH:54]=1>C1C=CC=CC=1.C(N(CC)CC)C>[O:33]=[C:34]1[CH2:38][CH2:37][C:36](=[O:39])[N:35]1[CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][NH:45][C:46]([N:53]1[CH:54]=[C:49]([F:48])[C:50](=[O:56])[NH:51][C:52]1=[O:55])=[O:47]

Participants

7

Reactant 4

HCID 33855-FluorouracilHCID 199401P,P-Diphenylphosphinic azideHCID 20525123HCID 20525123, compoundHCID 43470113HCID 43470113, compound

Product 1

HCID 20525065HCID 20525065, compound

Reagents, catalysts & solvents 2

HCID 241BenzeneSolventHCID 8471TriethylamineSolvent

Procedure

The reaction of 6-[(2,5-dioxopyrrolidin-1-yl)hexanoic acid and diphenylphosphoryl azide in a solutuon of triethyl amine and benzene provided a solution comprising 5-(2,5-dioxopyrrolidin-1-yl)pentyl isocyanate, which was reacted with 5-fluorouracil to provide 1-[N-[5-(2,5-dioxopyrrolidin-1-yl)pentyl]carbamoyl]-5-fluorouracil substantially in the similar method to that of Example 13.

Workup

  1. customprovided a solution

Sources & evidence

ORD record
ord-8bfbaa192a15439da68d88b2c0638930
Source dataset
uspto-grants-1982_09
Patent number
US04349552

Reaction notes

Loading…