HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → N4-(3-methoxyphenyl)-9H-pyrimido[4,5-b]indole-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | N-{4-[(3-methoxyphenyl)amino]-9H-pyrimido[4,5-b]indol-2-yl}-2,2-dimethylpropanamide | HCID 67008043 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | N4-(3-methoxyphenyl)-9H-pyrimido[4,5-b]indole-2,4-diamine | HCID 25233118 | 92% |
Reaction Steps
Using the general procedure described above, the reaction of 8 (90 mg, 0.23 mmol) and 1 N NaOH provided 65 mg of AAG104 as a transparent solid in 92% yield. TLC Rf 0.34 (chloroform-methanol 15:1); mp 225.2-225.6° C.; 1H NMR (DMSO-d6) δ 3.74 (s, 3H, OCH3), 6.05 (s, 2H, NH2, exch), 6.88-8.07 (m, 8H, Ar—H), 8.16 (s, 1H, 4-NH, exch), 11.20 (s, 1H, 9-NH, exch). Anal. Calculated (C17H15N5O. 0.15 (C2H5)2O): C, 66.79; H, 5.25; N, 22.13. Found: C, 66.77; H, 5.08; N, 22.13.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09045489B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-9120a26d829741ee852623ee3347130e |
| Source note | uspto-grants-2015_06 |