HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 24866351, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 24864531 | HCID 24864531 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24866351 | HCID 24866351 | 40.1% |
Reaction Steps
To a solution of 3′-[5-cyano-4-(1H-indol-5-ylamino)pyridin-3-yl]biphenyl-4-carboxylic acid 134 (40 mg, 0.09 mmol) and BOP (41 mg, 0.09 mmol) in DMF (1 mL) was added methylamine solution in MeOH (2M, 47 uL, 0.09 mmol) followed by TEA (19 uL, 0.14 mmol). The reaction mixture was stirred for 12 h at r.t. The crude reaction mixture was then dissolved in dimethylsulfoxide (DMSO, 1 mL) and purified by reversed phase HPLC to give 16 mg 3′-[5-cyano-4-(1H-indol-5-ylamino)pyridin-3-yl]-N-methyl biphenyl-4-carboxamide 196 (39%). MS: 44.2 (M+H); HPLC retention time: 2.10 min.(a).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07781591B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-ac581343c81e4550a9b3188eaaaad92d |
| Source note | uspto-grants-2010_08 |