Ethylamine → 7-Bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide

HRID 2112934Notes

Reaction equation

HRID 2112934 reaction equation
[CH2:1]([NH2:3])[CH3:2].C([O:6][C:7]([C:9]1[N:14]2[N:15]=[C:16]([NH:18][C:19]([NH:21][CH2:22][CH3:23])=[O:20])[N:17]=[C:13]2[CH:12]=[C:11]([Br:24])[CH:10]=1)=O)C.NC(N)=S>C(O)C>[CH2:1]([NH:3][C:7]([C:9]1[N:14]2[N:15]=[C:16]([NH:18][C:19]([NH:21][CH2:22][CH3:23])=[O:20])[N:17]=[C:13]2[CH:12]=[C:11]([Br:24])[CH:10]=1)=[O:6])[CH3:2]

Participants

5

Reactant 3

HCID 6341EthylamineHCID 2723790ThioureaHCID 576430687-Bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethyl ester

Product 1

HCID 576430927-Bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethylamine (0.300 mL, 70% solution in water) and 7-bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethyl ester, prepared as in Example 6 (0.251 g, 0.705 mmol), was suspended in ethanol (3.00 mL) and shaken. After 20 hours the reaction was filtered and the filtrate washed with cold ethanol to afford 7-bromo-2-(3-ethyl-ureido)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylic acid ethylamide MS (APCI+): m/z 356.0 (M+H).

Workup

  1. filtrationAfter 20 hours the reaction was filtered
  2. washthe filtrate washed with cold ethanol

Sources & evidence

ORD record
ord-22ac887e05ef4b8dbba9f4443d1d42cb
Source dataset
uspto-grants-2009_04
Patent number
US07524860B2

Reaction notes

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