Sodium borohydride → HCID 68183348, compound

HRID 513692Notes

Reaction equation

HRID 513692 reaction equation
[NH2:1][C:2]1[C:3]([C:12](=O)[CH3:13])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[CH3:15][NH:16][S:17](Cl)(=[O:19])=[O:18].[BH4-].[Na+]>N1C=CC=CC=1>[CH3:13][CH:12]1[C:3]2[CH:4]=[CH:5][C:6]3[C:11](=[N:10][CH:9]=[CH:8][CH:7]=3)[C:2]=2[NH:1][S:17](=[O:19])(=[O:18])[N:16]1[CH3:15]

Participants

5

Reactant 3

HCID 4311764Sodium borohydrideHCID 11789235N-Methylsulfamoyl chlorideHCID 68183270HCID 68183270, compound

Product 1

HCID 68183348HCID 68183348, compoundYield 14.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a similar fashion using route 27 general procedure 71, 1-(8-amino-quinolin-7-yl)-ethanone 411 (200 mg, 1.07 mmol), N-methylsulfamyl chloride 213 (700 mg, 5.40 mmol), NaBH4 (79 mg, 2.13 mmol) and pyridine (10 ml) gave the title compound (40 mg, 13%) after purification by column chromatography with DCM/MeOH (99:1) as the eluent.

Sources & evidence

ORD record
ord-c156ee37a74641b7a2c9fd71a337bd1c
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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