HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051229Generated: November 3, 2026
3-Chlorobenzoic Acid → HCID 74220671, compound
https://huagongshe.com/reaction/1051229
Participants
| Role | Name | HCID | Charge |
|---|
| 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 | HCID 90103105 | HCID 90103105 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 74220671 | HCID 74220671 | 81% |
Reaction Steps
To a solution of 2-(4-iodo-2-methoxy-pyridin-3-yl)-1H-indol-6-ylamine (50 mg, 0.14 mmol) in CH2Cl2 (5 mL) was added 3-chlorobenzoic acid (21 mg, 0.14 mmol) and HATU (52 mg, 0.14 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-iodo-2-methoxy-pyridin-3-yl)-1H-indol-6-yl]-benzamide (56 mg, 81%) as a white solid. MH+ 503.8.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09388166B2 |
|---|
| Source dataset | uspto-grants-2016_07 |
|---|
| ORD ID | ord-6dfe5c4b24b8426e9b94b4945448f29f |
|---|
| Source note | uspto-grants-2016_07 |
|---|
