HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methylpyrimidin-4-amine → 3,5-Dichloro-4-[7-fluoro-4-(6-methyl-pyrimidin-4-ylamino)-pyrazolo[4,3-c]pyridin-2-yl]-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Methylpyrimidin-4-amine | HCID 572852 | — |
| Reactant | 3,5-Dichloro-4-[7-chloro-4-(6-methylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrile | HCID 69671510 | — |
| Reactant | 3,5-Dichloro-4-(4-chloro-7-fluoro-pyrazolo[4,3-c]pyridin-2-yl)-benzonitrile | HCID 86697055 | — |
| Product | 3,5-Dichloro-4-[7-fluoro-4-(6-methyl-pyrimidin-4-ylamino)-pyrazolo[4,3-c]pyridin-2-yl]-benzonitrile | HCID 86697054 | 41% |
Reaction Steps
Following the procedure described for 3,5-dichloro-4-[7-chloro-4-(6-methylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrile, 3,5-dichloro-4-(4-chloro-7-fluoro-pyrazolo[4,3-c]pyridin-2-yl)-benzonitrile and 6-methylpyrimidin-4-ylamine were reacted to afford the title compound as a white solid (35 mg, 41% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.79 (s, 1H), 9.33 (d, J=2.6 Hz, 1H), 8.69 (d, J=1.2 Hz, 1H), 8.51 (s, 2H), 8.34 (s, 1H), 8.00 (d, J=3.5 Hz, 1H), 2.44 (s, 3H). LCMS (Method B): RT=3.39 min, m/z: 416 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309240B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-07a146cf14c94f77a0fa4148c09f4abd |
| Source note | uspto-grants-2016_04 |