HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 4-[1-(5-Methylcarbamoyl-4-trifluoromethyl-pyrimidin-2-yl)-piperidin-4-ylideneaminooxy]-piperidine-1-carboxylic acid isopropyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2-[4-(1-Isopropoxycarbonyl-piperidin-4-yloxyimino)-piperidin-1-yl]-4-trifluoromethyl-pyrimidine-5-carboxylic acid | HCID 86655016 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[1-(5-Methylcarbamoyl-4-trifluoromethyl-pyrimidin-2-yl)-piperidin-4-ylideneaminooxy]-piperidine-1-carboxylic acid isopropyl ester | HCID 86655017 | — |
Reaction Steps
Half of the crude 57b was combined with methylamine (0.06 mmol), HOBT (7 mg, 0.06 mmol) and EDC(10 mg, 0.05 mmol) in 1 mL of DCM. The mixture was stirred at room temperature for 18 h, washed with aqueous NaHCO3 and concentrated. The residue was purified by preparative HPLC to afford 57-1: LC-MS 487.3 (MH+), tR=5.20 (Method 5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293729B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-cef2885383484c7bbfc1ace5ddc6e02d |
| Source note | uspto-grants-2012_10 |