HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromo-5-nitrothiazole → N-[7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]-N'-(5-nitro-1,3-thiazol-2-yl)ethane-1,2-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromo-5-nitrothiazole | HCID 18211 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-[7-(2,4-Dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]ethane-1,2-diamine trifluoroacetate | HCID 68710578 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | N-[7-(2,4-dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]-N'-(5-nitro-1,3-thiazol-2-yl)ethane-1,2-diamine | HCID 59312968 | — |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
100 mg (0.238 mmol) of the amine (Example 8A) are introduced into 3 ml of DMSO, 76 mg (0.357 mmol) of 2-bromo-5-nitro-1,3-thiazole and 154 mg (1.19 mmol) of DIEA are added, and the mixture is heated in a microwave at 130° C. for 30 min. Purification by preparative HPLC results in 35 mg (33% of theory) of the product as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051323B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-0832e7db35b94d71a4310c0dd566c8c4 |
| Source note | uspto-grants-2015_06 |