HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38852Generated: October 26, 2026
Water → methyl 6-bromo-1-tosyl-1H-indazole-4-carboxylate
https://huagongshe.com/reaction/38852
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | methyl 6-bromo-1H-indazole-4-carboxylate | HCID 24728062 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl 6-bromo-1-tosyl-1H-indazole-4-carboxylate | HCID 66691545 | 83.6% |
Reaction Steps
Sodium hydride (1.289 g, 32.2 mmol) was added portion wise to a solution of methyl 6-bromo-1H-indazole-4-carboxylate (4.11 g, 16.11 mmol) in N,N-dimethylformamide (50 ml) at 0° C. The dark orange mixture was stirred at 0° C. for 10 mins, then treated with 4-methylbenzenesulfonyl chloride (3.38 g, 17.72 mmol). The resultant pale cream mixture was stirred for 30 mins at 0° C. then poured into water (1000 ml). The cream precipitate was filtered off under vacuum and dried in the vacuum oven at 50° C. for 18 h to give the title compound as a yellow solid (5.51 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08524751B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-c7c2f7b17609413b8ddc990e20123999 |
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| Source note | uspto-grants-2013_09 |
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