HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-butyl 2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate → Tert-butyl 2-((2-chloro-5-((2,2,2-trifluoroacetamido) methyl)benzoyl)carbamoyl)-2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-butyl 2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate | HCID 90018942 | — |
| Reactant | 2-Chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate | HCID 90019286 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 2-((2-chloro-5-((2,2,2-trifluoroacetamido) methyl)benzoyl)carbamoyl)-2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate | HCID 90019688 | 74.2% |
Reaction Steps
The title compound was prepared according to the procedure described in step-1 of Intermediate-9 by using 2-chloro-5-((2,2,2-trifluoroacetamido)methyl)benzoyl isocyanate (step-3 of Intermediate-26, 1.400 g, 4.57 mmol), tert-butyl 2-(3-methoxy-4-nitrophenyl)hydrazinecarboxylate (step-3 of Intermediate-32, 1.30 g, 4.57 mmol) and DCM 30 mL) to afford 2.0 g of the desired product. 1H NMR (300 MHz, DMSO d6): 1.33-1.46 (m, 9H), 3.87 (s, 3H), 4.40 (s, 2H), 7.06 (d, J=8.4 Hz, 1H), 7.32-7.36 (m, 3H), 7.45-7.52 (m, 1H), 7.96 (d, J=8.7 Hz, 1H), 9.92 (s, 1H), 10.07 (br s, 1H), 11.13 (br s, 1H); MS (m/z): 589.69 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439890B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-de2bcc4fcc374c509b20f1b6e88c75a3 |
| Source note | uspto-grants-2016_09 |