HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine → 2-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3,4-dihydro-2H-isoquinolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine | HCID 14851924 | — |
| Reactant | 2-(Prop-2-yn-1-yl)isoquinolin-1(2H)-one | HCID 14851953 | — |
| Solvent | Tetrahydrofuran hexane | HCID 21883165 | — |
| Product | 2-{3-[4-(2-Chloro-phenyl)-9-methyl-6H-1-thia-5,7,8,9a-tetraaza-cyclopenta[e]azulen-2-yl]-prop-2-ynyl}-3,4-dihydro-2H-isoquinolin-1-one | HCID 14851889 | — |
Reaction Steps
The title compound was synthesized by coupling 4-(2-chlorophenyl)-2-iodo-9-methyl-6H-thieno-[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine with 3,4-dihydro-2.(2-propynyl)1(2H)-isoquinolinone [ref. W. Schneider et al. Arch. pharm., 291, 560 (1958)]under the conditions described in EXAMPLE 37. The product was isolated by chromatography over the 50-fold amount of solica gel using tetrahydrofuran/hexane 4:1 for elution. The clean fractions were combined and evaporated and the residue was crystallized from ethyl acetate to give colorless crystals of 2-{3-[4-(2-chlorophenyl) 9 methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-2.yl]-2-propynyl}-3,4-dihydro-1(2H)-isoquinolinone with m.p. 164°-166°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04959361 |
| Source dataset | uspto-grants-1990_09 |
| ORD ID | ord-671dc01ec7bf418b9f4a2ed8402b190f |
| Source note | uspto-grants-1990_09 |