HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → N-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(morpholin-4-yl)-5-(pentafluoro-lambda6-sulphanyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(Morpholin-4-yl)-5-(pentafluoro-lambda6-sulphanyl)benzoic acid | HCID 89699656 | — |
| Reactant | 3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methylaniline trifluoroacetate | HCID 89700026 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-{6-[1-(4-Methoxybenzyl)-1H-pyrazol-4-yl]-1H-imidazo[1,2-b]pyrazol-1-yl}-4-methyl-phenyl)-3-(morpholin-4-yl)-5-(pentafluoro-lambda6-sulphanyl)benzamide | HCID 89699732 | — |
Reaction Steps
82 mg (0.16 mmol) of the compound of Example 8A, 59 mg (0.18 mmol) of the compound of Example 18A and 73 mg (0.192 mmol) of HATU were dissolved in 1 ml of DMF. 53 μl (0.48 mmol) of 4-methylmorpholine were then added. After the reaction mixture had been stirred at RT for 16 h, 10 ml of 0.1 M aqueous sodium hydroxide solution were added, whereupon the product precipitated as a solid. The mixture was stirred for another 10 min, and the product was then filtered off with suction, washed with water and dried under high vacuum. This gave 104 mg (70% of theory, 77% pure) of the title compound as a greyish-brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394309B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-631c8c1ae1aa4d999e76d852a4f27d5e |
| Source note | uspto-grants-2016_07 |