Potassium Hydroxide → HCID 68541039, compound

HRID 746596Notes

Reaction equation

HRID 746596 reaction equation
[OH-].[K+].C([O:5][C:6]([C:8]1[CH2:9][C:10]2[N:11]=[C:12]([Br:16])[S:13][C:14]=2[N:15]=1)=[O:7])C>C1COCC1.O>[Br:16][C:12]1[S:13][C:14]2[N:15]=[C:8]([C:6]([OH:7])=[O:5])[CH2:9][C:10]=2[N:11]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 68539136HCID 68539136, compound

Product 1

HCID 68541039HCID 68541039, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

Add KOH (1.07 gm, 2 eq) to a mixture of 2-bromo-6H-pyrrolo[3,2-d]thiazole-5-carboxylic acid ethyl ester (2.6 gm, 9.38 mmol) in THF (15 ml) and water (20 ml), and then heat at 100° C. for 1 hr. Allow to stand overnight at room temperature and collect the crystalline solids by filtration (weight 1.7 gm). Concentrate the aqueous solution in vacuo, and combine the residue with the previously isolated crystalline solid. Acidify with acetic acid in methanol to provide the title compound (2.31 g).

Workup

  1. customcollect the crystalline solids
  2. filtrationby filtration (weight 1.7 gm)
  3. concentrationConcentrate the aqueous solution in vacuo

Sources & evidence

ORD record
ord-b1fe05c36e234268b34f34bb2440d0fc
Source dataset
uspto-grants-2008_07
Patent number
US07393867B2

Reaction notes

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