HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane methanol → 5-(6-Amino-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid [4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | 5-(6-Azido-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid [4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-amide | HCID 59596406 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(6-Amino-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid [4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-amide | HCID 59596387 | — |
Reaction Steps
Hydrogenation of 0.38 mMol 5-(6-azido-pyrimidin-4-yloxy)-2,3-dihydro-indole-1-carboxylic acid [4-(4-ethyl-piperazin-1-ylmethyl)-phenyl]-amide in 10 ml THF in the presence of 70 mg Pd/C 10%, filtration, concentration of the filtrate, chromatography (Combi Flash; CH2Cl2/MeOH/NH3conc. 98:2:0→90:10:1) and crystallization from DIPE gives the title compound: MS: [M+1]+=474; TLC(EtOAc/EtOH/NH3conc. 80:20:1): Rf=0.09; Anal.: C,H,N.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855215B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-a56f4f0c7a93462fb0ac318ae5986651 |
| Source note | uspto-grants-2010_12 |