HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178484083, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,5-Dibromopyrimidine | HCID 10955588 | — |
| Reactant | HCID 178484084 | HCID 178484084 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 178484083 | HCID 178484083 | 92% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
A mixture of 0.42 g (2.0 mmol) of trans-4-methylaminomethyl-cyclohexanecarboxylic acid•HCl, 1.85 mL (1.1 mmol) of Huenig's base and 0.57 g (2.4 mmol) of 2,5-dibromo-pyrimidine [Brown and Arantz, J. Chem. Soc. C Issue 10, 1889-1891 (1971)] in 2 mL of DMA was placed in the microwave and heated to 120° C. for 1 h. The solvent was evaporated, partitioned between Et2O (×3)/aqueous 10% KH2PO4, dried over Na2SO4 and evaporated to yield 0.604 g (92%) of trans-4-{[(5-bromo-pyrimidin-2-yl)-methyl-amino]-methyl}-cyclohexanecarboxylic acid, MS: 326 (M−H−, 1Br), MP: 172-174° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07442791B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-f6d8bc2225a84289be204cc0975b4c0d |
| Source note | uspto-grants-2008_10 |