Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529030Generated: October 30, 2026

Methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate → Methyl 4-(4-(dibutylcarbamoyl)-1-methyl-1H-imidazol-5-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate

https://huagongshe.com/reaction/529030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoateHCID 71060775—
Reactant5-bromo-N,N-dibutyl-1-methyl-1H-imidazole-4-carboxamideHCID 71062415—
ProductMethyl 4-(4-(dibutylcarbamoyl)-1-methyl-1H-imidazol-5-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoateHCID 7106249340%

Reaction Steps

Following a procedure analogous to that for the synthesis of Intermediate 264I, 5-bromo-N,N-dibutyl-1-methyl-1H-imidazole-4-carboxamide (600 mg, 1.9 mmol) and methyl 4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate (Intermediate 264H, 1.55 g, 3.8 mmol) were converted to the title compound (400 mg, 40%). MS(ESI+) m/z 531.6 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346795B2
Source datasetuspto-grants-2016_05
ORD IDord-6d307d55a99d4e6ca190336d3b5146f0
Source noteuspto-grants-2016_05