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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375124Generated: October 30, 2026

1-Methyl-4-(tributylstannyl)-1H-imidazole → [2-(1-Methyl-1H-imidazol-4-yI)-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/2375124

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methyl-4-(tributylstannyl)-1H-imidazoleHCID 21901141—
Reactant8-tert-Butoxycarbonylamino-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indole-2-carboxylic acid methyl esterHCID 136181612—
SolventTetrahydrofuranHCID 8028—
Product[2-(1-Methyl-1H-imidazol-4-yI)-6-oxo-5,6-dihydro-1H-[1,2]diazepino[4,5,6-cd]indol-8-yl]-carbamic acid tert-butyl esterHCID 13618161459%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of intermediate 147(d) obtained from example 147 (184 mg, 0.5 mmol), 4-(tributylstannyl)-1-methyl-1H-imidazole (223 mg, 0.6 mmol) and Pd(PPh3)Cl2 (35 mg, 0.05 mmol) in THF (3 mL) was heated in a microwave oven (Personal Chemistry) for 2 hours at 130° C. The mixture was concentrated and the residue was purified by silica gel chromatography (5% MeOH/EtOAc) to give the title compound (110 mg, 0.289 mmol) in 59% yield as an orange powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07462713B2
Source datasetuspto-grants-2008_12
ORD IDord-70925e6d9fd644e28fa78b3cb60abb69
Source noteuspto-grants-2008_12