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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1427227Generated: November 2, 2026

Lithium borohydride → tert-butyl 1-(2-(4-chlorophenyl)-1-hydroxybutan-2-yl)-1H-indazol-4-ylcarbamate

https://huagongshe.com/reaction/1427227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
Reactantmethyl 2-(4-(tert-butoxycarbonylamino)-1H-indazol-1-yl)-2-(4-chlorophenyl)butanoateHCID 70562967—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl 1-(2-(4-chlorophenyl)-1-hydroxybutan-2-yl)-1H-indazol-4-ylcarbamateHCID 70560487—

Reaction Steps

To a solution of methyl 2-[4-(tert-butoxycarbonylamino)-1H-indazol-1-yl]-2-(4-chlorophenyl)butanoate (3.5 g, 7.90 mmol), in THF (140 mL) at 0° C. was added LiBH4 (0.7 g, 31.6 mmol). The mixture was allowed to stir overnight at RT. Then it was quenched with saturated NH4Cl (200 mL) carefully, and extracted with CH2Cl2. The combined organic layers were washed with brine (80 mL), dried over anhydrous sodium sulfate, filtered and the solvent was removed in vacuo to afford the desired product. LC/MS m/z=416.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933113B2
Source datasetuspto-grants-2015_01
ORD IDord-6b73678f68e5425db4787d3635728406
Source noteuspto-grants-2015_01