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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925586Generated: October 29, 2026

Hydrochloric Acid → HCID 71742675, compound

https://huagongshe.com/reaction/925586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantEthyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylateHCID 19827087—
SolventTolueneHCID 1140—
ProductHCID 71742675HCID 7174267545.2%

Reaction Steps

To a stirred solution of ethyl 6,8-dibromoimidazo[1,2-a]pyrazine-2-carboxylate (13.95 g, 40 mmol) in toluene (558 mL) at 0° C. was added 80 mL DIBAH (120 mmol, 3 eq, 1.5M in toluene) dropwise. After stirring overnight at rt, the solution was poured on 1M HCl, extracted with ethyl acetate and the organic phase was washed with water, sole, dried over sodium sulphate and filtered. Removal of the solvent and recrystallyzation from DCM yielded 5.55 g (45.2%) (6,8-dibromoimidazo[1,2-a]pyrazin-2-yl)methanol: 1H-NMR (300 MHz, d6-DMSO): δ=8.93 (s, 1H), 8.05 (s, 1H), 5.46 (bs, 1H), 4.63 (s, 2H) ppm. UPLC-MS: RT=0.73 min; m/z 308.0 [MH+]; required MW=307.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284317B2
Source datasetuspto-grants-2016_03
ORD IDord-aba7c4ce430445db8056e46455d672a7
Source noteuspto-grants-2016_03