Methylamine → 1-(5-(2-Fluoro-5-methylphenyl)pyrimidin-2-yl)-N-methyl-N-(2-(methylamino)-2-oxoethyl)-3-(methylthio)-1H-indole-6-carboxamide

Participants

Role	Name	HCID	Charge
Reactant	Methylamine	HCID 6329	—
Reactant	O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate	HCID 2733207	—
Reactant	2-(1-(5-(2-Fluoro-5-methylphenyl)pyrimidin-2-yl)-N-methyl-3-(methylthio)-1H-indole-6-carboxamido)acetic acid	HCID 118666271	—
Product	1-(5-(2-Fluoro-5-methylphenyl)pyrimidin-2-yl)-N-methyl-N-(2-(methylamino)-2-oxoethyl)-3-(methylthio)-1H-indole-6-carboxamide	HCID 118676785	—

Methylamine (2M in THF, 1.54 ml, 3.09 mmol) was coupled with TBTU to 304c) (0.48 g, 1.03 mmol). Light yellow solid. Yield: 0.22 g (45% of theory)