Methanesulfonyl chloride → HCID 86661489, compound

HRID 217790Notes

Reaction equation

HRID 217790 reaction equation
[NH2:1][C:2]1[C:3]([C:17]([NH:19][C:20]2[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=2)=[O:18])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][OH:16])=[CH:10][CH:9]=2)=[CH:6][N:7]=1.[CH3:26][S:27](Cl)(=[O:29])=[O:28]>ClCCl>[CH3:26][S:27]([O:16][CH2:15][CH2:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[N:7][C:2]([NH2:1])=[C:3]([C:17](=[O:18])[NH:19][C:20]3[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=3)[N:4]=2)=[CH:9][CH:10]=1)(=[O:29])=[O:28]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 666787633-Amino-6-(4-(2-hydroxyethyl)phenyl)-N-(pyridin-3-yl)pyrazine-2-carboxamide

Product 1

HCID 86661489HCID 86661489, compoundYield 61.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the product of step (iii) (2.5 g, 7.5 mmol, 1.0 eq) and TEA (2.3 g, 22.5 mmol) in dry dichlormethane was added MsCl (1.7 g, 15 mmol). The reaction mixture was stirred at room temperature for 4 hours. The solvent was removed under reduced pressure and the residue purified by column to afford the subtitled compounds (1.9 g).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue purified by column

Sources & evidence

ORD record
ord-e429fb112a0348e188e7e76f02a69e0c
Source dataset
uspto-grants-2012_06
Patent number
US08198285B2

Reaction notes

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