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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521612Generated: October 26, 2026

Water → HCID 77230757, compound

https://huagongshe.com/reaction/1521612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSulfuric acid magnesium salt (1:1)HCID 24083—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantMethyl 1-(5-bromopyridin-3-yl)cyclopropanecarboxylateHCID 59578399—
SolventTetrahydrofuranHCID 8028—
ProductHCID 77230757HCID 77230757—

Reaction Steps

To a cooled (0° C.) solution of the title compound from Example 71 Step B (200 mg, 0.78 mmol) in tetrahydrofuran (3.9 mL) at 0° C. was added a solution of diisobutyl aluminum hydride in hexanes (1.0 M, 1.56 mL, 1.56 mmol). The reaction was warmed to room temperature and stirred overnight. Water and magnesium sulfate were then added, and the resulting suspension was stirred for 30 minutes, then filtered and concentrated under reduced pressure. Purification by flash chromatography on silica gel (20-100% ethyl acetate in hexanes) provided the title compound: LCMS m/z 229.67 [M+2+H]+; 1H NMR (500 MHz, CDCl3) δ 8.50 (s, 2H), 7.83 (s, 1H), 3.69 (s, 2H), 0.96-0.90 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073929B2
Source datasetuspto-grants-2015_07
ORD IDord-f6484419ed9a4fffa752cc5b487a0782
Source noteuspto-grants-2015_07