Methylamine → HCID 12822473, compound

HRID 980310Notes

Reaction equation

HRID 980310 reaction equation
[C:1]([CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:13][NH:14][S:15]([CH3:18])(=[O:17])=[O:16])[CH:11]=2)[NH:6][CH:5]=1)#[N:2].CN.[C:21](OCC)(=O)C.CC(O)C.O>C(O)C.[Pd]>[CH3:21][NH:2][CH2:1][CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([CH2:13][NH:14][S:15]([CH3:18])(=[O:16])=[O:17])[CH:11]=2)[NH:6][CH:5]=1

Participants

6

Reactant 3

HCID 6329MethylamineHCID 12822512HCID 12822512, compoundHCID 22041847Ethyl acetate 2-propanol water

Product 1

HCID 12822473HCID 12822473, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

A solution of N-[[3-(cyanomethyl)-1H-indol-5-yl]methyl]methanesulphonamide (0.04 g) in absolute ethanol (10 ml) containing methylamine in ethanol, (33%, 0.5 ml) was hydrogenated at room temperature and pressure over palladium on charcoal (10%, 50% aqueous paste, 0.05 g). After 60 h TLC Silica, ethyl acetate/2-propanol/water/0.88 ammonia (25:15:2) showed one major basic spot Rf 0.4, identical to authentic product (see Example 2)

Workup

  1. customwas hydrogenated at room temperature

Sources & evidence

ORD record
ord-4f61c3a29dc0460b9c92de8b731c8dce
Source dataset
uspto-grants-1987_01
Patent number
US04636521

Reaction notes

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