HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylamine → HCID 69309525, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 4-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclo-hexanecarboxylic acid | HCID 69307156 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69309525 | HCID 69309525 | 69.3% |
Reaction Steps
4-{4-[4-(3-Sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexane-carboxylic acid (75 mg, 0.158 mmol), BOP (105.08 mg, 0.238 mmol), DIEA (55 μL, 0.317 mmol), and H2NMe (0.120 μL, 20% soln. in THF, 0.238 mmol) were combined in THF and allowed to stir at RT overnight. Water was then added to the reaction mixture and the mixture sonicated, and the solid filtered, washed with water, dried and recrystallized to yield 4-{4-[4-(3-sulfamoyl-propoxy)-indol-1-yl]-pyrimidin-2-ylamino}-cyclohexanecarboxylic acid methylamide (Compound 319, 53.3 mg, 69.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399462B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-1c8b0d238962442d91d8cbc14e64c87a |
| Source note | uspto-grants-2013_03 |