Thiourea → 4-(5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-ylamine

HRID 85092Notes

Reaction equation

HRID 85092 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11](=O)[CH2:12]Cl)=[C:9]([CH3:15])[NH:8][C:5]2=[N:6][CH:7]=1.[NH2:16][C:17]([NH2:19])=[S:18]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:16]=[C:17]([NH2:19])[S:18][CH:12]=3)=[C:9]([CH3:15])[NH:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 86691666HCID 86691666, compound

Product 1

HCID 866916674-(5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-ylamineYield 99.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution 1-(5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-chloro-ethanone (0.56 g, 1.97 mmol) and thio urea (0.16 g, 2.17 mmol) in ethanol (19 mL) was stirred at 80° C. for 2 hours. The resulting precipitate was filtered, washed with MeOH, and dried under vacuum to give 4-(5-Bromo-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-ylamine (0.604 g, 99% yield).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with MeOH
  3. customdried under vacuum

Sources & evidence

ORD record
ord-71cd2107d5504635ae678447a32be9ea
Source dataset
uspto-grants-2014_09
Patent number
US08846909B2

Reaction notes

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