Methyl iodide → HCID 59811511, compound

HRID 2113785Notes

Reaction equation

HRID 2113785 reaction equation
I[CH3:2].[CH3:3][S:4](=S)(OC)=O.Br[C:10]1[N:11]([CH3:28])[N:12]=[C:13]2[C:18]=1[CH2:17][CH2:16][CH2:15][N:14]2[C:19]1[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=1Cl>>[CH3:28][N:11]1[C:10]([S:4][CH3:3])=[C:18]2[C:13]([N:14]([C:19]3[C:24]([CH3:25])=[CH:23][C:22]([CH3:26])=[CH:21][C:20]=3[CH3:2])[CH2:15][CH2:16][CH2:17]2)=[N:12]1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 113602163-bromo-7-(2-chloro-4,6-dimethylphenyl)-2-methyl-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridineHCID 14573333Methyl methylthiosulphonate

Product 1

HCID 59811511HCID 59811511, compoundYield 48%

Procedure

2-Methyl-3-methylsulfanyl-7-(2,4,6-trimethyl-phenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine (2-20) was prepared according to Example 5 except iodomethane was replaced with methyl methanethiosulfonate (A. I. Meyers and M. A. Sturgess, Tetrahedron Lett. 1988 29:5339) as the electrophile and compound 1-1 was replaced with compound 1-3 to afford 2-20 as a white solid (48% theory; mp=90.3-91.7° C.).

Workup

  1. custom2-Methyl-3-methylsulfanyl-7-(2,4,6-trimethyl-phenyl)-4,5,6,7-tetrahydro-2H-pyrazolo[3,4-b]pyridine (2-20) was prepared

Sources & evidence

ORD record
ord-80ea0366453548de85132f6f6ce72852
Source dataset
uspto-grants-2008_10
Patent number
US07432283B2

Reaction notes

Loading…