1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde, 4-chloro-1-(phenylsulfonyl)- synthesis
- Product Name:1H-Pyrrolo[2,3-b]pyridine-5-carboxaldehyde, 4-chloro-1-(phenylsulfonyl)-
- CAS Number:1032815-07-8
- Molecular formula:C14H9ClN2O3S
- Molecular Weight:320.75
![4-Chloro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde](/CAS/GIF/958230-19-8.gif)
958230-19-8
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Yield:1032815-07-8 100%
Reaction Conditions:
Stage #1: 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carbaldehydewith caesium carbonate in N,N-dimethyl-formamide at 20; for 0.333333 h;
Stage #2: benzenesulfonyl chloride in N,N-dimethyl-formamide at 20; for 2 h;
Steps:
146.1 Step 1: 4-chloro-1-(phenylsufonyl)-1H-pyrrolo[2, 3-bJpyridine-5-carbaldehyde
Example 1463-(2,6-difluoro-3,5-dimethoxyphenyl)-1-(2-hydroxyethyl)-8-(2-morpholin-4-ylethyl)-1,3,4,7-tetrahydro-2H-pyrrolo j3’,2’:5,6j pyrido 14,3-djpyrimidin-2-one Step 1: 4-chloro-1-(phenylsufonyl)-1H-pyrrolo[2, 3-bJpyridine-5-carbaldehyde 4-Chloro- 1 H-pyrrolo [2,3 -b]pyridine-5-carbaldehyde (1.08 g, 6.00 mmol) and cesium carbonate (3.91 g, 12.0 mmol) were dissolved in N,N-dimethylformamide (10 mL), light yellow suspension. The mixture was stirred at room temperature for 20 mm thenbenzenesulfonyl chloride (1.53 mL, 12.0 mmol) was added dropwise. After completion of the addition, white-pinkish suspension was obtained. The mixture was stirred at room temperature for 2 h at which time LC-MS indicated the reaction completed to the desired product. The reaction mixture was diluted with water. The solid was collected via filtrationand washed with water then dried to give white solid (1.92 g, quant.), which was used in the+next step without further purification. LC-MS calculated for C14H10C1N203S (M+H) mlz:321.0; found: 320.9.
References:
WO2014/7951,2014,A2 Location in patent:Page/Page column 216; 217
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![1H-Pyrrolo[2,3-b]pyridine, 4-chloro-1-[tris(1-methylethyl)silyl]-](/CAS/GIF/651744-48-8.gif)
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