HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-{5-Cyano-6-[(2,2-dimethyl-propyl)-methyl-amino]-2-methylsulfanyl-pyrimidin-4-ylamino}-N-methoxy-4-methyl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(6-Chloro-5-cyano-2-methylsulfanyl-pyrimidin-4-ylamino)-N-methoxy-4-methyl-benzamide | HCID 11574123 | — |
| Reactant | (2,2-Dimethylpropyl)(methyl)amine hydrochloride | HCID 22393520 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-{5-Cyano-6-[(2,2-dimethyl-propyl)-methyl-amino]-2-methylsulfanyl-pyrimidin-4-ylamino}-N-methoxy-4-methyl-benzamide | HCID 11697633 | 44.4% |
Reaction Steps
3-(6-Chloro-5-cyano-2-methylsulfanyl-pyrimidin-4-ylamino)-N-methoxy-4-methyl-benzamide (3.33 g, 9.2 mmol), N-methyl-neopentylamine hydrochloride (2.05 g, 15 mmol) and DIEA (3.87 g, 30 mmol) in THF (10 mL) were heated to 60° C. for overnight. The solvent was removed in vacuo and the product (1.75 g) was obtained after purification by silica gel column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044040B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-997d8b9f00204350855eee6bd751a102 |
| Source note | uspto-grants-2011_10 |