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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424404Generated: October 30, 2026

Sodium borohydride → HCID 57436182, compound

https://huagongshe.com/reaction/2424404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantTert-butyl 4-(2-methylquinolin-5-yl)piperazine-1-carboxylateHCID 49851900—
SolventMethanolHCID 887—
ProductHCID 57436182HCID 5743618264.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cold (0° C.) and stirred mixture of the tert-butyl 4-(2-methylquinolin-5-yl)piperazine-1-carboxylate prepared in example 6 (4.29 g, 13.1 mmol) and NiCl2.6H2O (0.78 g, 3.3 mmol) in MeOH (250 mL) was added portionwise NaBH4 (3.96 g, 104.8 mmol) and then stirring was continued for 3 h. NaBH4 was added when necessary. The solvent was evaporated in vacuo, the residue was treated with water and then extracted with CH2Cl2. After drying over MgSO4, the solvent was evaporated in vacuo and the residue was purified by column chromatography (eluent CH2Cl2) to afford title compound (2.8 g, 51%). Rf 0.85 (CH2Cl2-MeOH 19:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964603B2
Source datasetuspto-grants-2011_06
ORD IDord-5989ee04f2da4071ba6db2ccb74557b0
Source noteuspto-grants-2011_06