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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120867Generated: October 31, 2026

Cyclohexylamine → HCID 23435659, compound

https://huagongshe.com/reaction/2120867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexylamineHCID 7965—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 23435655HCID 23435655—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 23435659HCID 2343565944%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of the above Compound 19b (20 mg, 0.050 mmol), cyclohexylamine (11 μL, 0.13 mmol), and BINAP (4.7 mg, 0.0075 mmol) in toluene (0.4 mL) at 25° C. was added Pd2(dba)3 (2.3 mg, 0.0025 mmol) followed by NaOtBu (12 mg, 0.13 mmol). The solution was heated to 80° C. for 15 h. The solution was cooled, poured into H2O (5 mL), extracted with EtOAc (4×5 mL), dried (MgSO4), filtered and concentrated. HPLC (gradient elution, 90-10% H2O—CH3CN) provided the title compound (9.1 mg, 0.022 mmol, 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06693108B2
Source datasetuspto-grants-2004_02
ORD IDord-2bb80d4bed4b4e04a083f6f9d9e65d9f
Source noteuspto-grants-2004_02