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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026817Generated: November 3, 2026

Cyclopropylamine → HCID 58236588, compound

https://huagongshe.com/reaction/1026817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylamineHCID 69828—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
Reactant4-[[2-[5-[[Boc(2-methoxyethyl)amino]methyl]-2-pyridyl]-7-thieno[3,2-b]pyridyl]oxy]-3-fluoroanilineHCID 57919472—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58236588HCID 58236588173.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

To amine 126 (0.24 g, 0.46 mmol) in tetrahydrofuran (60 mL) at 0° C. was added triphosgene (0.054 g, 0.18 mmol) and the resulting solution was stirred for 1 h at 0° C. DIPEA (0.40 mL, 0.30 g, 2.3 mmol) and cyclopropylamine (0.26 g, 4.6 mmol) were sequentially added and the mixture was warmed to room temperature and stirred for 3 h, then concentrated under reduced pressure. The residue was partitioned between dichloromethane and water, the organic phase was collected, washed with sat. NH4Cl(aq) and brine, dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel (ethyl acetate to 5% methanol/ethyl acetate), yielding 338 (0.19 g, 67% yield). MS (m/z): 608.4 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729268B2
Source datasetuspto-grants-2014_05
ORD IDord-24e8c0d25c484e14ba49fadb5a707a88
Source noteuspto-grants-2014_05