Sodium borohydride → HCID 68183422, compound

HRID 513668Notes

Reaction equation

HRID 513668 reaction equation
[NH2:1][C:2]1[C:3]([C:12]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][C:15]=2[F:20])=O)=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[CH3:21][NH:22][S:23](Cl)(=[O:25])=[O:24].[BH4-].[Na+]>N1C=CC=CC=1>[F:20][C:15]1[CH:16]=[N:17][CH:18]=[CH:19][C:14]=1[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:23](=[O:25])(=[O:24])[N:22]1[CH3:21]

Participants

5

Reactant 3

HCID 4311764Sodium borohydrideHCID 11789235N-Methylsulfamoyl chloride2×HCID 68183372HCID 68183372, compound2×

Product 1

HCID 68183422HCID 68183422, compoundYield 31.7%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In a similar fashion using route 27 general procedure 70, (8-amino-quinolin-7-yl)-(3-fluoro-pyridin-4-yl)-methanone (Intermediate 372) (60 mg, 0.22 mmol), N-methylsulfamoyl chloride (Intermediate 213) (87 mg, 0.67 mmol) and NaBH4 (8.5 mg, 0.22 mmol) in pyridine (5 ml) gave the title compound (24 mg, 31%).

Sources & evidence

ORD record
ord-ef54807ef31643fd8757fab135dc75ba
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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