HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → HCID 67976968, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-benzyl-1H-indazol-4-amine | HCID 21327317 | — |
| Reactant | 6-Methoxyimidazo[1,2-a]pyridine-3-carboxylic acid | HCID 55264032 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67976968 | HCID 67976968 | 25% |
Reaction Steps
6-Methoxyimidazo[1,2-a]pyridine-3-carboxylic acid (29.5 mg, 0.154 mmol) was taken up in DCM. Oxalyl chloride (1.1 equivalents) was added followed by a drop of DMF. The reaction was stirred at ambient temperature until bubbling ceased, and then 1-benzyl-1H-indazol-4-amine (34.3 mg, 0.154 mmol) was added followed by DIEA (1.2 equivalents). The reaction was stirred at ambient temperature overnight. The reaction was concentrated, triturated with ether and purified by Preparative TLC (1 mm) eluting with 10% MeOH/DCM to give 15 mg (25%) of the desired product. MS (ES+APCI) m/z=398.3 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174981B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-6cdec8cbf92b42a2a44ab41d54bd483d |
| Source note | uspto-grants-2015_11 |