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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1503357Generated: October 31, 2026

Hydrochloric Acid → HCID 71742675, compound

https://huagongshe.com/reaction/1503357

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 numberUS09212184B2
Source datasetuspto-grants-2015_12
ORD IDord-a06f4f1a69a44fb495e22a38589333d9
Source noteuspto-grants-2015_12