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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200389Generated: October 31, 2026

HCID 136951802, compound → HCID 136493144, compound

https://huagongshe.com/reaction/2200389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 136951802HCID 136951802—
ReactantHCID 178514179HCID 178514179—
SolventDimethylformamideHCID 6228—
ProductHCID 136493144HCID 13649314434.5%

Reaction Conditions

Temperature117.5 °C

Reaction Steps

To a stirred solution of (R)-2′-(3-(4-(2-fluoro-4-iodophenyl)piperazin-1-yl)cyclopent-1-en-1-yl)-7′,8′-dihydro-3′H-spiro[cyclopropane-1,6′-quinazolin]-4′(5′H)-one (synthesis from (R)-3-aminocyclopent-1-enecarbonitrile and 2-fluoro-4-iodoaniline as described in example 11) (0.160 g, 0.293 mmol) in N,N-dimethylformamide (10 ml) was added dicyanozinc (0.344 g, 2.93 mmol) at 25° C. The reaction mixture was heated to 115-120° C. for 4 h. Progress of the reaction was monitored by TLC. After completion of reaction, reaction mixture was cooled and solvent was evaporated under reduced pressure to obtain crude product. Crude product was purified by flash column chromatography over silica gel (110-200 mesh) using 6% methanol in in dichloromethane as eluent to obtain title compound (0.045 g, 34.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359367B2
Source datasetuspto-grants-2016_06
ORD IDord-8804a964cfbd498593bd8bb0f74d4f9c
Source noteuspto-grants-2016_06