HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Benzyloxy-2,2-difluoropropyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → 3-amino-6-{1-[3-(benzyloxy)-2,2-difluoropropyl]-1H-pyrazol-4-yl}-N-methylpyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Benzyloxy-2,2-difluoropropyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | HCID 67813979 | — |
| Reactant | 2-amino-N,N-diethyl-5-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]benzamide | HCID 86697680 | — |
| Reactant | 3-Amino-6-bromo-N-methylpicolinamide | HCID 86697686 | — |
| Product | 3-amino-6-{1-[3-(benzyloxy)-2,2-difluoropropyl]-1H-pyrazol-4-yl}-N-methylpyridine-2-carboxamide | HCID 86697819 | 64% |
Reaction Steps
Prepared analogously to Compound 3C using 3-amino-6-bromo-N-methylpyridine-2-carboxamide (Compound 6D, 359 mg, 1.56 mmol) and 1-[3-(benzyloxy)-2,2-difluoropropyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (Compound 59E, 650 mg, 1.72 mmol) to afford 398 mg of the title compound (64%). MS (ESI): m/z=402.16 [M+H]+. UPLC: tR=0.93 min (UPLC-TOF: polar—2 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-76babc91a5744f71a6c2be74dacb930f |
| Source note | uspto-grants-2015_09 |