Bromopyruvic Acid → 2-(Isopropylamino)thiazole-4-carboxylic acid hydrobromide
Reaction equation
[CH:1]([NH:4][C:5]([NH2:7])=[S:6])([CH3:3])[CH3:2].[Br:8][CH2:9][C:10](=O)[C:11]([OH:13])=[O:12]>O1CCOCC1>[BrH:8].[CH:1]([NH:4][C:5]1[S:6][CH:9]=[C:10]([C:11]([OH:13])=[O:12])[N:7]=1)([CH3:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A suspension of compound 57 (2.1 g, 18 mmol) and 3-bromopyruvic acid (3.0 g, 18 mmol) in dioxane (180 mL) was heated to 80° C. Upon reaching 80° C. the mixture became clear, and soon thereafter the product started to precipitate as a white solid. After 2 h of heating, the reaction mixture was cooled to rt and the precipitate was filtered off and collected. This yielded pure title compound (4.4 g, 94%).
Workup
- customUpon reaching 80° C.
- customto precipitate as a white solid
- temperatureAfter 2 h of heating
- temperaturethe reaction mixture was cooled to rt
- filtrationthe precipitate was filtered off
- customcollected
Sources & evidence
- ORD record
- ord-a081479d564f40de953891c76146975e
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07659245B2
Reaction notes
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