HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 11487307, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-(Propan-2-yl)piperidin-4-amine dihydrochloride | HCID 17750340 | — |
| Reactant | HCID 69289214 | HCID 69289214 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 11487307 | HCID 11487307 | 75.9% |
Reaction Steps
To 1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-pyrrole-2-carboxylic acid (62 mg) in DCM (5 mL) was added HOAt (27 mg), EDCI hydrochloride (38 mg) and DIEA (106 μL). The mixture was stirred for 30 min at RT. 1-Isopropyl-piperidin-4-ylamine dihydrochloride (47 mg) and DME (1 mL) were added and stirring was continued for 16 h at RT. The mixture was concentrated in vacuo and the residue was purified by preparative HPLC. The fractions containing the product were evaporated to provide 66 mg of 1-[5-(5-chloro-thiophen-2-yl)-isoxazol-3-ylmethyl]-1H-pyrrole-2-carboxylic acid (1-isopropyl-piperidin-4-yl)-amide as its trifluoroacetate salt, MS (ESI+): m/e 433 [M+H]+, chloro pattern.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465806B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-c933c61a712e4d74bd44888261b4e4e6 |
| Source note | uspto-grants-2008_12 |