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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2250995Generated: October 30, 2026

Sodium Cyanide → HCID 10157189, compound

https://huagongshe.com/reaction/2250995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CyanideHCID 8929—
ReactantHCID 10300102HCID 10300102—
ReactantAmmonium chloride ammonium hydroxideHCID 21863491—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
ProductHCID 10157189HCID 1015718922.3%

Reaction Steps

4-(5,7-Dichloro-2,3-dihydro-1H-indol-1-yl)-6-(1-ethylpropylamino)-5-iodo-2-methylpyrimidine (450 mg, 0.92 mmol) was heated at 140° C. in 5 mL DMF with CuCN (111 mg, 1.23 mmol) and NaCN (84 mg, 1.70 mmol) for 6 h. The reaction was poured into 20 mL 9:1 NH4Cl/NH4OH and stirred for 20 min. The product was extracted with EtOAc (100 mL) and the EtOAc was washed with water (20 mL), brine, dried over (MgSO4) and stripped in vacuo. The residue was chromatographed on silica gel using 20% EtOAc/hexanes as eluent to give the title compound 80 mg, mp 163-165° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07319100B2
Source datasetuspto-grants-2008_01
ORD IDord-fae8a99837bf4d60bebe278d86624359
Source noteuspto-grants-2008_01