HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 25233117, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-Methyl-m-anisidine | HCID 84349 | — |
| Reactant | N-(4-chloro-9H-pyrimido[4,5-b]indol-2-yl)-2,2-dimethylpropanamide | HCID 57625951 | — |
| Reactant | N-{4-[(4-methoxyphenyl)(methyl)amino]-9H-pyrimido[4,5-b]indol-2-yl}-2,2-dimethylpropanamide | HCID 67007332 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | HCID 25233117 | HCID 25233117 | 73% |
Reaction Steps
Using the general procedure described above, the reaction of 11 (100 mg, 0.24 mmol) and 1 N NaOH provided 58 mg of AAG107 as a white solid in 73% yield. Alternatively, AAG107 can also be synthesized by treating 6 (90 mg, 0.3 mmol) with 3-methoxy-N-methylaniline (306 mg, 2.23 mmol) in presence of 3 drops HCl and solvent n-butanol under reflux conditions for 14 hours. The yield from 6 to AAG107 using this method is 53%. TLC Rf 0.34 (chloroform-methanol 15:1); mp 233.6° C.; 1H NMR (DMSO-d6) δ 3.55 (s, 3H, OCH3), 3.58 (s, 3H, NCH3), 6.19 (s, 2H, NH2, exch), 5.87-7.18 (m, 8H, Ar—H), 11.27 (s, 1H, 9-NH, exch).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056869B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-550d6971c39542ea93e7c9129a516809 |
| Source note | uspto-grants-2015_06 |