Dicyclohexylcarbodiimide → 3-[[[4,5-Bis(phenylmethoxy)-2-pyridinyl]carbonyl]amino]-tetrahydro-2-oxo-1(2H)-pyrimidinecarboxamide

HRID 2351091Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2351091
[NH2:1][N:2]1[CH2:7][CH2:6][CH2:5][N:4]([C:8]([NH2:10])=[O:9])[C:3]1=[O:11].C1(N=C=NC2CCCCC2)CCCCC1.ON1C2C=CC=CC=2N=N1.[C:37]1([CH2:43][O:44][C:45]2[C:50]([O:51][CH2:52][C:53]3[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=3)=[CH:49][N:48]=[C:47]([C:59](O)=[O:60])[CH:46]=2)[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>CN(C)C=O>[C:37]1([CH2:43][O:44][C:45]2[C:50]([O:51][CH2:52][C:53]3[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=3)=[CH:49][N:48]=[C:47]([C:59]([NH:1][N:2]3[CH2:7][CH2:6][CH2:5][N:4]([C:8]([NH2:10])=[O:9])[C:3]3=[O:11])=[O:60])[CH:46]=2)[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1

Komponenten

6

Edukt 4

HCID 10868DicyclohexylcarbodiimideHCID 757711-HydroxybenzotriazoleHCID 141825074,5-bis(phenylmethoxy)-2-Pyridinecarboxylic acidHCID 198480103-Amino-2-oxotetrahydropyrimidine-1(2H)-carboxamide

Produkt 1

HCID 198480113-[[[4,5-Bis(phenylmethoxy)-2-pyridinyl]carbonyl]amino]-tetrahydro-2-oxo-1(2H)-pyrimidinecarboxamideAusbeute 91,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 3-aminotetrahydro-2-oxo-1(2H)-pyrimidinecarboxamide (10 g, 63.2 mmol) in 350 ml N,N-dimethylformamide were added dicyclohexylcarbodiimide (15.7 g, 75.9 mmol), N-hydroxybenzotriazole (0.97 g, 6.32 mmol) and 4,5-bis(phenylmethoxy)-2-pyridinecarboxylic acid (21.2 g, 63.2 mmol) and the mixture was stirred overnight at room temperature. Dicyclohexylurea (13.6 g) was filtered off and the solvent was removed in vacuo. Trituration of the residue with ether gave 27.5 g of the desired product, melting point 192°-195° C.

Aufarbeitung

  1. filtrationDicyclohexylurea (13.6 g) was filtered off
  2. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4b422f76e06d495ca7961a7988887f21
Quelldatensatz
uspto-grants-1989_10
Patentnummer
US04871841

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