HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 69652730, 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 | HCID 22170131 | HCID 22170131 | — |
| Reactant | (3-Amino-cyclohexylmethyl)-carbamic acid benzyl ester | HCID 22714145 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 69652730 | HCID 69652730 | 66.1% |
Reaction Steps
Combine 3-(4-chloro-pyridin-3-yl)-5-methyl-isoxazole-4-carboxylic acid (0.50 g, 0.0021 mol) with (3-amino-cyclohexylmethyl)-carbamic acid benzyl ester (0.63 g, 0.0021 mol), 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.40, 0.0021 mol), 1-hydroxy-7-azabenzo-triazole (0.29 g, 0.0021 mol), and N,N-diisopropylethyl amine (1.10 mL, 0.0063 mol), in N,N-dimethylformamide (10 mL) and stir overnight at ambient temperature. Concentrate in vacuo and take up in water and extract with ethyl acetate. Wash the combined extracts with water and dry over sodium sulfate. Concentrate and elute over silica gel using methanol/dichloromethane to give 0.67 g (66%) of the desired amide. MS(ES): (M+1)+ 483.2, 485.2 m/z.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037921B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-713cfc582b064a1db221e771c1703f74 |
| Source note | uspto-grants-2006_05 |