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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513682Generated: October 29, 2026

Sodium borohydride → 9-Chloro-1-(4-fluoro-phenyl)-2-methyl-1,4-dihydro-2H-3-thia-2,4,5-triaza-phenanthrene 3,3-dioxide

https://huagongshe.com/reaction/513682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantN-Methylsulfamoyl chlorideHCID 11789235—
Reactant(8-Amino-5-chloro-quinolin-7-yl)-(4-fluoro-phenyl)-methanoneHCID 68183190—
SolventPyridineHCID 1049—
Product9-Chloro-1-(4-fluoro-phenyl)-2-methyl-1,4-dihydro-2H-3-thia-2,4,5-triaza-phenanthrene 3,3-dioxideHCID 6818327544.4%

Reaction Steps

In a similar fashion using route 27 general procedure 70, (8-amino-5-chloro-quinolin-7-yl)-(4-fluoro-phenyl)-methanone 400 (105 mg, 0.34 mmol), N-methylsulfamoyl chloride 213 (135 mg, 1.0 mmol) and NaBH4 (14 mg, 0.34 mmol) in pyridine (4 ml) gave the title compound (57 mg, 44%) after purification by preparative HPLC (acidic conditions 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102688B2
Source datasetuspto-grants-2015_08
ORD IDord-0389697366b54b1b965e55141a317f32
Source noteuspto-grants-2015_08