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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204660Generated: November 1, 2026

1,2-Dichloroethane → HCID 178511187, compound

https://huagongshe.com/reaction/2204660

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDimethylformamideHCID 6228—
ReactantCyanoacetic acidHCID 9740—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantPerfluorophenyl 2-cyanoacetateHCID 20402415—
ProductHCID 178511187HCID 1785111879%

Reaction Steps

(3R)-(3,6-Dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridin-1-yl)cyclopentanamine (0.12 g, 0.48 mmol, Preparation #29) and 2-cyanoacetic acid (0.042 g, 0.48 mmol), were combined in DMF (6.0 mL) with EDC (0.12 g, 0.65 mmol) and HOBt (0.076 g, 0.48 mmol). The mixture was stirred for about 3 h at room temperature. Perfluorophenyl 2-cyanoacetate (0.62 g, 2.5 mmol, Preparation #6) was added and the reaction mixture was stirred for about 48 h at room temperature. The solvent was removed under reduced pressure and the crude material was purified by RP-HPLC (Table 2, Method q) to give 2-cyano-N-((1R,3S)-3-(3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridin-1-yl)cyclopentyl)acetamide (0.014 g, 9%): LC/MS (Table 2, Method a) Rt=1.52 min; m/z: 307 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365579B2
Source datasetuspto-grants-2016_06
ORD IDord-1300d4614f914c4a90fdd5c26c853b61
Source noteuspto-grants-2016_06