Thiourea → HCID 57421977, compound

HRID 85080Notes

Reaction equation

HRID 85080 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11](=O)[CH2:12]Cl)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1.[NH2:15][C:16]([NH2:18])=[S:17]>C(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:10]([C:11]3[N:15]=[C:16]([NH2:18])[S:17][CH:12]=3)=[CH:9][NH:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 866916611-{5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl}-2-chloroethan-1-one

Product 1

HCID 57421977HCID 57421977, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution 1-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-chloro-ethanone (0.32 g, 1.17 mmol) and thio urea (0.097 g, 1.28 mmol) in ethanol (4 mL) was stirred at 80° C. for 1.5 hours. The resulting precipitate was filtered, washed with MeOH, and dried under vacuum to give 4-(5-Bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)-thiazol-2-ylamine (0.34 g, 99% yield).

Workup

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

Sources & evidence

ORD record
ord-d13558f5edf14443a9d64db9fddce241
Source dataset
uspto-grants-2014_09
Patent number
US08846909B2

Reaction notes

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