HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453356Generated: October 25, 2026
Diiodomethane → N-(2-iodopyrimidin-5-yl)-2-methyl-5-nitrobenzamide
https://huagongshe.com/reaction/453356
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diiodomethane | HCID 6346 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-(2-aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide | HCID 16118604 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(2-iodopyrimidin-5-yl)-2-methyl-5-nitrobenzamide | HCID 24823735 | — |
Reaction Steps
N-(2-Aminopyrimidin-5-yl)-2-methyl-5-nitrobenzamide [prepared according to Specific Method 1] (200 mg, 0.732 mmol), CuI (140 mg, 0.732 mmol) and CH2I2 (0.30 mL, 3.73 mmol) were taken up in THF (3.7 mL) in a 16×100 mm resealable pyrex tube. The tube was sealed and the mixture was heated at 70° C. for 2 h. After cooling to rt, the crude reaction mixture was taken up in 1:1 EtOAc:1N HCl and the layers were separated. The organics were washed with saturated NH4Cl then dried over Na2SO4. Purification by MPLC (Isco—100% EtOAc eluent) afforded N-(2-iodopyrimidin-5-yl)-2-methyl-5-nitrobenzamide as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492404B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-c2d7410d2b3d498fb98b8e06d48eb7c3 |
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| Source note | uspto-grants-2013_07 |
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