N-Methylsulfamoyl chloride → HCID 60164097, compound

HRID 513655Notes

Reaction equation

HRID 513655 reaction equation
[CH3:1][NH:2][S:3](Cl)(=[O:5])=[O:4].[NH2:7][C:8]1[C:9]([CH:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)O)=[CH:10][CH:11]=[C:12]2[C:17]=1[N:16]=[CH:15][CH:14]=[CH:13]2>N1C=CC=CC=1>[CH3:1][N:2]1[S:3](=[O:5])(=[O:4])[NH:7][C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][N:16]=3)[CH:11]=[CH:10][C:9]=2[CH:18]1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 11789235N-Methylsulfamoyl chlorideHCID 68183272(8-Amino-quinolin-7-yl)-phenyl-methanol2×

Product 1

HCID 60164097HCID 60164097, compoundYield 8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-Methylsulfamoyl chloride (414 mg, 3.2 mmol) was added to a suspension of (8-amino-quinolin-7-yl)-phenyl-methanol (Intermediate 215) (200 mg, 0.8 mmol) in pyridine (5 ml) and the reaction was stirred at room temperature for 16 h. The solution was concentrated in vacuo. The crude residue was purified by column chromatography, with heptane/EtOAc (90:10-50:50) gradient elution to give the title compound (20 mg, 8%).

Workup

  1. concentrationThe solution was concentrated in vacuo
  2. customThe crude residue was purified by column chromatography, with heptane/EtOAc (90:10-50:50) gradient elution

Sources & evidence

ORD record
ord-35255ef60556482380c6551f561932dc
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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