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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376160Generated: October 31, 2026

Sodium borohydride → tert-butyl {2-[3-{[(5-chloro-1H-indol-2-yl)carbonyl]amino}-2-oxo-3,4-dihydroquinolin-1 (2H)-yl]ethyl}carbamate

https://huagongshe.com/reaction/1376160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant5-chloro-N-[1-(cyanomethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-1H-indole-2-carboxamideHCID 10045242—
ReactantTert-butyldicarbonateHCID 22064466—
CatalystDichlorocobalt hexahydrateHCID 517166—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl {2-[3-{[(5-chloro-1H-indol-2-yl)carbonyl]amino}-2-oxo-3,4-dihydroquinolin-1 (2H)-yl]ethyl}carbamateHCID 5878845794.2%

Reaction Steps

Prepared using an identical procedure as for Example 44 with sodium borohydride (1298 mg, 34.3 mmol), cobalt chloride hexahydrate (1632 mg, 6.86 mmol), tert-butyldicarbonate (1497 mg, 6.86 mmol) and 5-chloro-N-[1-(cyanomethyl)-2-oxo-1,2,3,4-tetrahydroquinolin-3-yl]-1H-indole-2-carboxamide (Method 11, 1299 mg, 3.43 mmol) in MeOH (15 mL) and THF (10 mL). The reaction was stirred at ambient temperature for 1.5 h to give the title compound (1560 mg, 94%) as a pale tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169927B2
Source datasetuspto-grants-2007_01
ORD IDord-ba88095173a1449588d7ee0d936af374
Source noteuspto-grants-2007_01