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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1458422Generated: November 4, 2026

Hydrogen Bromide → HCID 178439970, compound

https://huagongshe.com/reaction/1458422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantTriphenylphosphineHCID 11776—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 22100814HCID 22100814—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178439970HCID 178439970—

Reaction Steps

To a solution of 2-isopropyl-6-hydroxy-5-nitrobenzimidazole and the HBr addition product (15 g), N-tert-butoxycarbonyl-4-hydroxypiperidine (17.7 g), PPh3 (23.1 g), and THF (150 mL) at room temperature was added DEAD (14 mL). After 4 hours, the solvent was removed in vacuo and the product recovered from the crude using chromatography (3% methanol/methylene chloride) to yield 2-isopropyl-5-(N-(tert-butoxycarbonyl)piperidin-4-yloxy)-6-nitrobenzimidazole (16.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05849759
Source datasetuspto-grants-1998_12
ORD IDord-b1d1e29c521b49bdb7d537fc0726163f
Source noteuspto-grants-1998_12