HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051230Generated: November 2, 2026
3-Chlorobenzoic Acid → 3-chloro-N-[2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-yl]-benzamide
https://huagongshe.com/reaction/1051230
Participants
| Role | Name | HCID | Charge |
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| Reactant | 3-Chlorobenzoic Acid | HCID 447 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-ylamine | HCID 90102891 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-chloro-N-[2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-yl]-benzamide | HCID 74220672 | 78% |
Reaction Steps
To a solution of 2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-ylamine (30 mg, 0.11 mmol) in CH2Cl2 (5 mL) was added 3-chlorobenzoic acid (17 mg, 0.11 mmol) and HATU (42 mg, 0.11 mol). The solution was stirred at 25° C. for 1 h and poured into water. The aqueous phase was extracted three times with ethyl acetate. The combined organic layers were washed with brine and dried over magnesium sulfate. Filtration followed by concentration in vacuo gave a brown solid. Flash chromatography (70/30 hexanes/ethyl acetate) afforded 3-chloro-N-[2-(4-chloro-2-methoxy-pyridin-3-yl)-1H-indol-6-yl]-benzamide (35 mg, 78%) as a white solid. MH+ 411.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09388166B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-52cbc002629b42b59fdf2e4258bb8055 |
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| Source note | uspto-grants-2016_07 |
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