HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrafluoro-m-phenylenediamine dihydrochloride → HCID 68658163, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrafluoro-m-phenylenediamine dihydrochloride | HCID 149026 | — |
| Reactant | HCID 57950288 | HCID 57950288 | — |
| Product | HCID 68658163 | HCID 68658163 | 30% |
Reaction Steps
tert-Butyl 5-methyl-7-(4-(5-methylpyridin-2-yl)-2-oxopyridin-1(2H)-yl)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (245 mg, 0.520 mmol) was deprotected and converted to the dihydrochloride salt according to the procedure of Example 30 (steps e and g) to provide the title compound (57 mg, 30%) as a yellow solid: mp 295-305° C.; 1H NMR (500 MHz, CD3OD) δ 8.76 (d, J=1.8 Hz, 1H), 8.34 (d, J=6.9 Hz, 1H), 8.24 (d, J=8.2 Hz, 1H), 7.94 (d, J=7.2 Hz, 1H), 7.67 (d, J=8.3 Hz, 1H), 7.61 (d, J=1.7 Hz, 1H), 7.23 (d, J=1.8 Hz, 1H), 7.17 (dd, J=8.3, 1.8 Hz, 1H), 7.04 (dd, J=7.1, 2.1 Hz, 1H), 4.53 (s, 2H), 3.79 (s, 3H), 3.71 (t, J=6.2 Hz, 2H), 3.25 (t, J=6.2 Hz, 2H), 2.61 (s, 3H); ESI MS m/z 371 [M+H]+; HPLC (Method B) 97.3% (AUC), tR=10.9 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296743B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-1fffe6d06aec483a86d66d4873dc2099 |
| Source note | uspto-grants-2016_03 |