HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → (R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2R)-2-aminopentan-1-ol | HCID 5324727 | — |
| Reactant | 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine | HCID 45789967 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-ol | HCID 59708491 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
1.4 g 2,4-dichloro-6,7-dihydrothieno[3,2-d]pyrimidine (II) are placed in 9 ml dioxane, then 3.5 ml diisopropylethylamine are added followed by 0.9 g D-norvalinol. The reaction mixture is heated in the microwave at 120° C. until there is no further reaction then cooled and evaporated down. The residue is treated with petroleum ether/ethyl acetate 9:1 in the ultrasound bath, the solid is suction filtered and dried. 1.5 g (III-3) are obtained in the form of a solid. 1H NMR (400 MHz, DMSO): 4.67 (1H, t); 0.86 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09161927B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-23c820a1a13046239bbda40aafca30d0 |
| Source note | uspto-grants-2015_10 |