Potassium Hydroxide → HCID 68541039, compound

HRID 1993796Notes

Reaction equation

HRID 1993796 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-9ac1fac6d5d74437a297d38fe8d4a0c0
Source dataset
uspto-grants-2010_01
Patent number
US07652046B2

Reaction notes

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