HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 2-Amino-5-bromo-4-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-methyl-3-nitrobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-(-)-3-(Dimethylamino)pyrrolidine | HCID 7019156 | — |
| Reactant | 2-Amino-5-bromo-4-fluoro-6-methyl-3-nitrobenzonitrile | HCID 86097375 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Amino-5-bromo-4-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-methyl-3-nitrobenzonitrile | HCID 86630874 | 97.5% |
Reaction Steps
(3S)-3-(Dimethylamino)pyrrolidine (140 μl, 1.10 mmol) was added to a dimethyl sulfoxide (2 ml) solution of 2-amino-5-bromo-4-fluoro-6-methyl-3-nitrobenzonitrile (I-266) (274 mg, 1.00 mmol) and triethylamine (209 μl, 1.50 mmol), followed by stirring at room temperature for 30 minutes. The reaction liquid was poured into water, and the precipitated solid was collected by filtration, washed with water, and dried to obtain the entitled compound (359 mg, 97%) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07737166B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-3997e68c0e2946a1818e4ab2172121e9 |
| Source note | uspto-grants-2010_06 |