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CAS No. : | 1038393-19-9 | MDL No. : | MFCD11976183 |
Formula : | C10H9BrN2O2 | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | ASDDQVQWNIWPNH-UHFFFAOYSA-N |
M.W : | 269.09 | Pubchem ID : | 57360969 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | Intermediate 37 (2.02 g, 7.4 mmol) was dissolved in a mixture of dioxane/ H2O (16 ml/4 ml) and the mixture was cooled on an ice-bath. LiOH (355 mg, 14.8 mmol) was added and the resulting mixture was stirred for 20 h at r.t. The volatiles were evaporated under reduced pressure. The mixture was cooled using an ice-bath, and was acidified with an aq. IN HCl solution until pH 4. The precipitate was filtered off, washed with cold water (10 ml), and dried in vacuo. Yield 1.5 g of intermediate 39 (88 %). | |
Intermediate C3: 8-Bromoimidazori,2-alphalpyridine-2-carboxylic acidTo a solution of 2-amino-3-bromopyridine (7.4 g, 0.0428 mol) in dimethoxyethane (70 mL) under N2, ethylbromopyruvate (9.28 g, 0.0428 mol) was added, and the mixture stirred at RT for 18 hours. The resulting solids were filtered and washed with Et2O, then re-suspended in absolute EtOH (40 mL) and refluxed for 2 hours. The reaction was concentrated to remove EtOH, diluted with K2CO3(aq.) and extracted with DCM (2 x 100 mL). The DCM extracts were dried over Na2SO4, filtered and concentrated to give a foam (9.2 g). The EPO <DP n="53"/>foam was dissolved in THF (230 rnL) and treated with IN NaOH (170 mL, 0.170 mol) at 40C for 2 hours. The reaction was cooled to RT, diluted with IN HCl (170 mL, 0.170 mol) and concentrated to remove the THF (pH of mixture = 3.0). The mixture was cooled to 0C, aged for 30 minutes and filtered. The cake was washed with H2O (40 mL) and dried under vacuum to give 7.94 g. LRMS (M+H)+ 241. |
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