HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 2-Methyl-1-(4-trifluoromethyl-phenyl)-1,4-dihydro-2H-3-thia-2,4,5-triaza-phenanthrene 3,3-dioxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | N-Methylsulfamoyl chloride | HCID 11789235 | — |
| Reactant | 7-Chloro-4-methoxyquinolin-8-amine | HCID 68183237 | — |
| Reactant | (8-Amino-quinolin-7-yl)-(4-trifluoromethyl-phenyl)-methanone | HCID 68183250 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 2-Methyl-1-(4-trifluoromethyl-phenyl)-1,4-dihydro-2H-3-thia-2,4,5-triaza-phenanthrene 3,3-dioxide | HCID 60164655 | 68% |
Reaction Steps
In a similar fashion using route 27 general procedure (Intermediate 70), (8-amino-quinolin-7-yl)-(4-trifluoromethyl-phenyl)-methanone (Intermediate 370) (40 mg, 0.13 mmol), N-methylsulamoyl chloride (Intermediate 213) (49 mg, 0.38 mmol) and NaBH4 (4.8 mg, 0.13 mmol) in pyridine (5 ml) gave the title compound (34 mg, 68%) after purification by preparative HPLC (acidic conditions 1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-1e85d9198ec845b1a55a3e2c8d11795a |
| Source note | uspto-grants-2015_08 |