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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1190508Generated: October 30, 2026

Methyl iodide → HCID 56834371, compound

https://huagongshe.com/reaction/1190508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-(8-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)-4-chlorobenzoateHCID 56834370—
SolventDimethylformamideHCID 6228—
ProductHCID 56834371HCID 5683437194.1%

Reaction Steps

To a solution of methyl 3-(8-bromo-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)-4-chlorobenzoate (32 g, 65 mmol) and Cs2CO3 (42.4 g, 130 mmol) in DMF (500 mL) was added CH3I (12 mL, 195 mmol). The reaction mixture was stirred at room temperature overnight. Then it was concentrated to remove the DMF, and water was added into the mixture. The resulting precipitate was filtrated, washed by water, and dried to give methyl 3-(8-bromo-N-methyl-4,5-dihydrobenzo[b]thieno[2,3-d]oxepine-2-carboxamido)-4-chlorobenzoate (31 g, 94%) 1H NMR (CDCl3, 400 MHz): δ8.07-7.08 (m, 6H, ArH), 6.81 (s, 1H, ═CH), 4.22 (t, J=5.2 Hz, 2H, CH2), 3.94 (s, 3H, OCH3), 3.40 (s, 3H, NCH3), 3.01 (t, J=5.2 Hz, 2H, CH2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673952B2
Source datasetuspto-grants-2014_03
ORD IDord-0594d25d9fc24090a4feab0e10474011
Source noteuspto-grants-2014_03