HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 10-[(2'-Methoxy-1,1'-biphenyl-4-YL)carbonyl]-N-[(2-phenoxypyridin-3-YL)methyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,2,2-trichloro-1-{10-[(2'-methoxy-1,1'-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone | HCID 16038407 | — |
| Reactant | 2-Phenoxy-pyridin-3-ylmethyl-ammonium chloride | HCID 86609689 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 10-[(2'-Methoxy-1,1'-biphenyl-4-YL)carbonyl]-N-[(2-phenoxypyridin-3-YL)methyl]-10,11-dihydro-5H-pyrrolo[2,1-C][1,4]benzodiazepine-3-carboxamide | HCID 15953082 | 26.4% |
Reaction Steps
The title compound was prepared according to the procedure of Example 6, Step D, from 2,2,2-trichloro-1-{10-[(2′-methoxy-1,1′-biphenyl-4-yl)carbonyl]-10,11-dihydro-5H-pyrrolo[2,1-c][1,4]benzodiazepin-3-yl}ethanone (0.20 g, 0.379 mmol), 2-phenoxy-pyridin-3-ylmethyl-ammonium chloride (0.192 g, 0.78 mmol), triethylamine (0.112 g, 0.8 mmol), dimethylsulfoxide (0.131 mL, 1.85 mmol), and acetonitrile (5 mL). The crude material was purified by hplc using the following conditions: solvent system, 65:35 acetonitrile:water (0.1% trifluoroacetic acid); Primesphere 10 C18, 250 by 50 mm column; flow rate 100 mL/min) to provide the title compound (0.062 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678787B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-cf7ba76a442340059aa3a59af4ea7cde |
| Source note | uspto-grants-2010_03 |