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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562194Generated: October 29, 2026

3,3-Dimethylbutylamine → HCID 66723391, compound

https://huagongshe.com/reaction/562194

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,3-DimethylbutylamineHCID 19709—
Reactant5-Formyl-2-thiopheneboronic acidHCID 2773430—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant5-(5-{[(2-ethylbutyl)amino]methyl}-2-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamideHCID 57732621—
ProductHCID 66723391HCID 6672339138.9%

Reaction Steps

Following the general procedure of 5-(5-{[(2-ethylbutyl)amino]methyl}-2-thienyl)-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide, (5-formyl-2-thienyl)boronic acid (50 mg, 0.32 mmol), (3,3-dimethylbutyl)amine (32 mg, 0.32 mmol), and NaCNBH3 (40 mg, 0.64 mmol) were reacted to give 30 mg of crude (5-{[(3,3-dimethylbutyl)amino]methyl}-2-thienyl)boronic acid. The crude (5-{[(3,3-dimethylbutyl)amino]methyl}-2-thienyl)boronic acid was then reacted with 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (65 mg, 0.157 mmol), K2CO3 (130 mg, 0.942 mmol), and tetrakis(triphenylphosphine)palladium(0) (9 mg, 0.0079 mmol) to give 4.5 mg of the title compound (5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063071B2
Source datasetuspto-grants-2011_11
ORD IDord-4dabcb880b684daf9c83d9863f27ac97
Source noteuspto-grants-2011_11