Ammonia → 2-[N-(5-bromo-2-benzyloxybenzyl)-N-ethylamino]pyridine-5-carboxamide

HRID 1455993Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1455993
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:6]([CH:20]=1)[CH2:7][N:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]([OH:19])=O)=[CH:13][N:12]=1)[CH2:9][CH3:10].[NH3:29]>CN(C=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[C:6]([CH:20]=1)[CH2:7][N:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]([NH2:29])=[O:19])=[CH:13][N:12]=1)[CH2:9][CH3:10]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 113511902-[N-(5-bromo-2-benzyloxybenzyl)-N-ethylamino]pyridine-5-carboxylic acid2×

Produkt 1

HCID 221056502-[N-(5-bromo-2-benzyloxybenzyl)-N-ethylamino]pyridine-5-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2-[N-(5-bromo-2-benzyloxybenzyl)-N-ethylamino]pyridine-5-carboxylic acid (1.4 g) [table 1a, compound 2] and 1,1-carbonyldiimidazole (0.62 g) were heated in DMF at 55° C. for 3 hours. The mixture was cooled to ambient temperature, aqueous ammonia (20 ml) was added and the mixture was stirred for 18 hours. The solvent was evaporated and the residue purified by MPLC eluting with methanol: dichloromethane (5:95) to give 2-[N-(5-bromo-2-benzyloxybenzyl)-N-ethylamino]pyridine-5-carboxamide (671 mg).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue purified by MPLC
  3. washeluting with methanol: dichloromethane (5:95)

Quellen und Nachweise

ORD-Eintrag
ord-b4a2b0d5a6d4444eac16789f07ce05b5
Quelldatensatz
uspto-grants-1998_12
Patentnummer
US05843942

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