4-CHLORO-1-METHYL-1H-PYRROLO[3,2-C]PYRIDINE-3-CARBALDEHYDE synthesis
- Product Name:4-CHLORO-1-METHYL-1H-PYRROLO[3,2-C]PYRIDINE-3-CARBALDEHYDE
- CAS Number:97989-41-8
- Molecular formula:C9H7ClN2O
- Molecular Weight:194.62
![4-CHLORO-1-METHYL-1H-PYRROLO[3,2-C]PYRIDINE](/CAS/GIF/27382-01-0.gif)
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Yield:97989-41-8 59.9 %
Reaction Conditions:
with trichlorophosphate in N,N-dimethyl-formamide at 0 - 20;
Steps:
Step 1: 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde:
To a solution of 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine (500 mg, 3.00 mmol, 1.00 equiv) in DMF (5.0 mL) was added POCl3 (1.38 g, 9.00 mmol, 3.0 equiv) at 0 °C. The resulting mixture was stirred for 2 hour at room temperature under nitrogen atmosphere. The mixture was basified to pH 10 with 1M NaOH. The resulting mixture was extracted with CH2Cl2 (3 x 30 mL). The combined organic layers were washed with water (2 x 30 mL), dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure. This provided 4-chloro-1-methyl-1H-pyrrolo[3,2-c]pyridine-3-carbaldehyde (350 mg, 59.9%) as a white solid. MS m/z: 195 [M+H]+.
References:
WO2022/232383,2022,A1 Location in patent:Paragraph 00372
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27382-01-0
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60290-21-3
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