HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → HCID 10157189, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 10300102 | HCID 10300102 | — |
| Reactant | Ammonium chloride ammonium hydroxide | HCID 21863491 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10157189 | HCID 10157189 | 22.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07319100B2 |
| Source dataset | uspto-grants-2008_01 |
| ORD ID | ord-fae8a99837bf4d60bebe278d86624359 |
| Source note | uspto-grants-2008_01 |