Methanesulfonyl chloride → HCID 10456892, compound

HRID 2118033Notes

Reaction equation

HRID 2118033 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[CH:32]=[CH:31][C:10]2[N:11]3[C:15]([CH2:16][NH:17][CH2:18][C:9]=2[CH:8]=1)=[N:14][N:13]=[C:12]3[CH:19]1[CH2:24][CH2:23][N:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)[CH2:21][CH2:20]1>ClCCl>[Cl:6][C:7]1[CH:32]=[CH:31][C:10]2[N:11]3[C:15]([CH2:16][N:17]([S:2]([CH3:1])(=[O:4])=[O:3])[CH2:18][C:9]=2[CH:8]=1)=[N:14][N:13]=[C:12]3[CH:19]1[CH2:20][CH2:21][N:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=2)[CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 113264888-Chloro-1-(3,4,5,6-tetrahydro-2h-[1,2']bipyridinyl-4-yl)-5,6-dihydro4h-2,3,5,10b-tetraaza-benzo[e]azulene

Product 1

HCID 10456892HCID 10456892, compoundYield 29.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methanesulfonyl chloride (0.1 ml, 1.29 mmol) was added to an ice cooled solution of the amine of example 4 (200 mg, 0.53 mmol) in dichloromethane (5 ml) and stirred at room temperature for 20 hours. The dichloromethane was evaporated off under reduced pressure and the residue purified by chromatography on silica gel using methanol in dichloromethane (5:95) as eluant, to afford the title compound as a brown foam (71 mg).

Workup

  1. customThe dichloromethane was evaporated off under reduced pressure
  2. customthe residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-11177f2022ae47a3a488568ffde66476
Source dataset
uspto-grants-2008_10
Patent number
US07442795B2

Reaction notes

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