HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819688Generated: November 2, 2026
Phosphorus oxychloride → HCID 69056328, compound
https://huagongshe.com/reaction/1819688
Participants
| Role | Name | HCID | Charge |
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| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | methyl 2-(5-bromo-2-(tert-butylcarbamoyl)-1H-indol-3-yl)acetate | HCID 69057413 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69056328 | HCID 69056328 | 50.2% |
Reaction Steps
Step J (1): To a solution of methyl 2-(5-bromo-2-(tert-butylcarbamoyl)-1H-indol-3-yl)acetate (124 mg, 0.34 mmol) in toluene was added POCl3 (182 mg, 1.19 mmol). The mixture was stirred at 80° C. for 6 h. The solvent was removed. The product was isolated by flash chromatography to give 50 mg of methyl 2-(5-bromo-2-cyano-1H-indol-3-yl)acetate (yield 50.2%). MS (ESI) (M+H)+=295.03. 1H NMR (500 MHz, CDCl3) δ ppm 3.77 (s, 3 H) 3.89 (s, 2 H) 7.11 (d, J=8.85 Hz, 1 H) 7.36 (dd, J=8.85, 1.83 Hz, 1 H) 7.72 (d, J=1.83 Hz, 1 H) 9.00 (s, 1 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07601751B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-5ac90ec71875418790c0f1826849de5c |
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| Source note | uspto-grants-2009_10 |
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