HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 14459860, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Indazole-3-carboxylic acid | HCID 78250 | — |
| Reactant | N,N-Dimethylpiperidin-3-amine--hydrogen chloride (1/2) | HCID 14459855 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 14459860 | HCID 14459860 | 12.1% |
Reaction Steps
Dicyclohexycarbodiimide (1.25 g) was added to a stirred solution of 3-dimethylaminopiperidine dihydrochloride (1 g, 5 mmol), indazole3-carboxylic acid (1.05 g, 6 mmol) and triethylamine (1.25 g) in dichloromethane (25 ml). The mixture was stirred for 48 h, filtered and the filtrate extracted with 1M hydrochloric acid. The acid extracts were combined, washed with a little dichloromethane then basified with ammonia solution and back-extracted into chloroform. The extract was dried and evaporated. The residue was chromotographed on silica using methanol-methyl acetate (1:9) as eluent to give the product which was crystallised from a low volume of ethyl acetate to give the product (0.165 g) mp 141-142° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04959375 |
| Source dataset | uspto-grants-1990_09 |
| ORD ID | ord-6d67fd237c5e4ef3abcb4da9c38251ab |
| Source note | uspto-grants-1990_09 |