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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 575348Generated: October 26, 2026

(R)-2-(5-methyl-1,2,4-oxadiazol-3-yl)but-3-yn-2-ol → 9-fluoro-10-[(3R)-3-hydroxy-3-(5-methyl-1,2,4-oxadiazol-3-yl)but-1-ynyl]-3-(pyrrolidin-1-ylmethyl)-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2-carboxamide

https://huagongshe.com/reaction/575348

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-2-(5-methyl-1,2,4-oxadiazol-3-yl)but-3-yn-2-olHCID 86669593—
Reactant10-Bromo-9-fluoro-3-(pyrrolidin-1-ylmethyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamideHCID 86693385—
Product9-fluoro-10-[(3R)-3-hydroxy-3-(5-methyl-1,2,4-oxadiazol-3-yl)but-1-ynyl]-3-(pyrrolidin-1-ylmethyl)-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2-carboxamideHCID 8669338410.4%

Reaction Steps

10-bromo-9-fluoro-3-(pyrrolidin-1-ylmethyl)-5,6-dihydrobenzo[f]imidazo[1,2-d][1,4]oxazepine-2-carboxamide was reacted with (2R)-2-(5-methyl-1,2,4-oxadiazol-3-yl)but-3-yn-2-ol similarly to as described in General Procedure F with non-critical modifications to afford 9.8 mg (10.4%) of 9-fluoro-10-[(3R)-3-hydroxy-3-(5-methyl-1,2,4-oxadiazol-3-yl)but-1-ynyl]-3-(pyrrolidin-1-ylmethyl)-5,6-dihydroimidazo[1,2-d][1,4]benzoxazepine-2-carboxamide. M+1=481.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034866B2
Source datasetuspto-grants-2015_05
ORD IDord-c51fb3b446d843b7ba3e4a7e7d110fb8
Source noteuspto-grants-2015_05