HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Fluoromethyl)pyrimidin-2-amine → 3,5-Dichloro-4-[4-(4-fluoromethylpyrimidin-2-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Fluoromethyl)pyrimidin-2-amine | HCID 69671084 | — |
| Reactant | 3,5-Dichloro-4-[4-(2,6-dimethylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrile | HCID 69671589 | — |
| Reactant | 3,5-Dichloro-4-(4-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile | HCID 86697046 | — |
| Product | 3,5-Dichloro-4-[4-(4-fluoromethylpyrimidin-2-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrile | HCID 69670991 | 5% |
Reaction Steps
Following the procedure described for 3,5-dichloro-4-[4-(2,6-dimethylpyrimidin-4-ylamino)pyrazolo[4,3-c]pyridin-2-yl]benzonitrile, 3,5-dichloro-4-(4-chloropyrazolo[4,3-c]pyridin-2-yl)benzonitrile and 4-fluoromethylpyrimidin-2-ylamine were reacted to afford the title compound as a yellow solid (6 mg, 5% yield). 1H NMR (400 MHz, DMSO-d6): δ 9.74-9.73 (m, 1H), 8.98 (d, J=5.2 Hz, 1H), 8.53 (s, 2H), 8.07 (s, 1H), 8.05 (s, 1H), 7.62 (dd, J=7.3, 0.9 Hz, 1H), 7.55-7.52 (m, 1H), 5.78-5.75 (m, 1H), 5.66-5.63 (m, 1H). LCMS (Method B): RT=3.04 min, m/z: 414 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309240B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-a69b0b18d4004e2d96542cc70c991bb0 |
| Source note | uspto-grants-2016_04 |