HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-N-(3-bromophenyl)-9H-pyrimido[4,5-b]indole-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-{4-[(3-bromophenyl)amino]-9H-pyrimido[4,5-b]indol-2-yl}-2,2-dimethylpropanamide | HCID 67007627 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | 4-N-(3-bromophenyl)-9H-pyrimido[4,5-b]indole-2,4-diamine | HCID 5328396 | 76% |
Reaction Steps
Using the general procedure described above, the reaction of 7 (209 mg, 0.47 mmol) and 1 N NaOH provided 128 mg of AAG103 as a white solid in 76% yield. TLC Rf 0.36 (chloroform-methanol 15:1); mp 233.6° C.; 1H NMR (DMSO-d6) δ 6.26 (s, 2H, NH2, exch), 7.09-8.09 (m, 8H, Ar—H), 8.44 (s, 1H, 4-NH, exch), 11.32 (s, 1H, 9-NH, exch). Anal. Calculated (C16H12BrN5): C, 54.25; H, 3.41; N, 19.77; Br, 22.55. Found: C, 54.38; H, 3.48; N, 19.56; Br, 22.29.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056869B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-82e006b620274339a1a339b7c132a3c4 |
| Source note | uspto-grants-2015_06 |