Allylamine → 2-Allylamino-4-ethyl-thiazole-5-carboxylic acid (cyano-thiophen-2-yl-methyl)-amide

HRID 439299Notes

Reaction equation

HRID 439299 reaction equation
[C:1]([CH:3]([NH:9][C:10]([C:12]1[S:16][C:15](Br)=[N:14][C:13]=1[CH2:18][CH3:19])=[O:11])[C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)#[N:2].C(N(CC)CC)C.[CH2:27]([NH2:30])[CH:28]=[CH2:29]>O1CCCC1>[C:1]([CH:3]([NH:9][C:10]([C:12]1[S:16][C:15]([NH:30][CH2:27][CH:28]=[CH2:29])=[N:14][C:13]=1[CH2:18][CH3:19])=[O:11])[C:4]1[S:5][CH:6]=[CH:7][CH:8]=1)#[N:2]

Participants

5

Reactant 3

HCID 7853AllylamineHCID 8471TriethylamineHCID 54448843HCID 54448843, compound

Product 1

HCID 542150842-Allylamino-4-ethyl-thiazole-5-carboxylic acid (cyano-thiophen-2-yl-methyl)-amideYield 61%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.0g of 2-bromo-4-ethyl-thiazole-5-carboxylic acid (cyano-thiophen-2-yl-methyl)-amide, 0.40ml of triethylamine and 0.66ml of allylamine were added to 10ml of tetrahydrofuran. The reaction mixture was stirred under reflux for 12 hours and then treated according to the same procedure as EXAMPLE 10 to obtain 0.57g (Yield 61%) of the title compound.

Workup

  1. temperatureunder reflux for 12 hours
  2. additiontreated

Sources & evidence

ORD record
ord-735d849a1a0044fdb959ede3a4b42345
Source dataset
uspto-grants-1996_05
Patent number
US05514643

Reaction notes

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