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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521865Generated: October 30, 2026

Water → HCID 66581074, compound

https://huagongshe.com/reaction/1521865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
Reactanttert-butyl N-(3-bromopropyl)carbamateHCID 4460490—
ReactantHCID 66578983HCID 66578983—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66581074HCID 66581074—

Reaction Steps

To a solution of 3-(morpholin-4-ylcarbonyl)-1-phenyl-1,4-dihydrothiochromeno[4,3-c]pyrazole 5,5-dioxide (150 mg; 0.37 mmol; 1 eq.) in THF (3 mL) is added potassium bis(trimethylsilyl)amide (879.19 μl; 0.5 M; 0.44 mmol; 1.2 eq.) and then 3-(boc-amino)propyl bromide (104.68 mg; 0.44 mmol; 1.20 eq.) The reaction mixture is stirred at rt for 2 days. The reaction is not complete even after addition of 2 eq. of 3-(boc-amino)propyl bromide. It is stopped by addition of water. The product is extracted with EtOAc and the combined organic phases are washed with brine, dried over MgSO4 and concentrated under reduced pressure, to afford 217 mg (quant) of the title compound. HPLC (max plot) 83.1%; Rt 4.08 min. MS (ESI−): 565.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073940B2
Source datasetuspto-grants-2015_07
ORD IDord-37b53c4aab8942a1a70875e9ed68e93e
Source noteuspto-grants-2015_07