HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 52935917, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride, 2,4-dichloro- | HCID 204419 | — |
| Reactant | Methyl 3-methyl-2-(4-(4-nitrophenyl)thiazole-2-carboxamido)butanoate | HCID 67150325 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 52935917 | HCID 52935917 | — |
Reaction Steps
Pyridine (1.5 ml) was added to a solution of methyl-2-(4-(4-aminophenyl)thiazole-2-carboxamido)-3-methylbutanoate (Intermediate 3, 160 mg) in DCM (4 ml), and reaction mixture was stirred for 5 minutes. 2,4 dichloro benzenesulfonyl chloride (130 mg) was added and reaction mixture was stirred for 16 hours at RT. Organic solvent was concentrated to obtain sticky solid, was purified by column chromatography (silica gel, EtOAc-petroleum ether) to obtain title compound as solid. Yield: 215 mg (82%); 1H NMR (CDCl3, 300 MHz): δ 7.97 (d, 1H), 7.81 (d, 2H), 7.75 (d, 1H), 7.63 (s, 1H), 7.51 (d, 1H), 7.33 (dd, 1H), 7.21 (d, 2H), 7.13 (bs, 1H), 4.73 (m, 1H), 3.78 (s, 3H), 2.32 (m, 1H), 1.04 (dd, 6H); MS (ESI) m/z 542.0 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08722901B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-739fc63243164bb78612e963879c3c8c |
| Source note | uspto-grants-2014_05 |