HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506193Generated: November 2, 2026
Sodium Hydroxide → 4-Chloro-1H-pyrrolo[2,3-b]pyridine
https://huagongshe.com/reaction/1506193
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 178526243 | HCID 178526243 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Chloro-1H-pyrrolo[2,3-b]pyridine | HCID 11389493 | 83% |
Reaction Steps
1H-Pyrrolo[2,3-b]pyridine 7-oxide (4.95 g, 36.9 mmol) in N,N-dimethylformamide (10 mL) was heated to 50° C., mixed with methanesulfonyl chloride (8.00 mL, 103 mmol) and stirred at 73° C. for 3 hours. The reaction mixture was cooled with ice and diluted with water (70 mL), neutralized with sodium hydroxide and stirred for 10 minutes under cooling with ice. The precipitated solid was collected by filtration, washed with water and dried under reduced pressure to give the title compound as a reddish brown solid (4.65 g, yield 83%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09216999B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-689c9121268a49ca8997d74443d3287c |
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| Source note | uspto-grants-2015_12 |
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