HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Methylbutyl)-1H-pyrazole-4-boronic acid → 1-(2-Chloro-3,6-difluorobenzyl)-7-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Methylbutyl)-1H-pyrazole-4-boronic acid | HCID 11423941 | — |
| Reactant | 1-(2-Chloro-3,6-difluorobenzyl)-7-iodo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine | HCID 57885868 | — |
| Product | 1-(2-Chloro-3,6-difluorobenzyl)-7-[1-(3-methylbutyl)-1H-pyrazol-4-yl]-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine | HCID 57885897 | 21% |
Reaction Steps
1-(2-Chloro-3,6-difluorobenzyl)-7-iodo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazine (99 mg) was reacted with 1-(3-methylbutyl)-1H-pyrazole-4-boronic acid, pinacol ester as in General Procedure 4B to give the title compound as a brown solid (21% yield). M.p.=134° C., LCMS: m/z=431.92 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 0.96 (6H, d, J=6.6 Hz), 1.61 (1H, m), 1.80 (2H, m), 3.28 (2H, t, J=4.8 Hz), 3.51 (2H, m), 4.15 (2H, t, J=7.5 Hz), 4.50 (2H, s), 4.90 (1H, bs), 6.96 (1H, d, J=1.5 Hz), 7.02 (1H, m), 7.12 (1H, m), 7.51 (1H, s), 7.63 (2H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08080561B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-5c1b995161e04dbdb438325fac7c84e5 |
| Source note | uspto-grants-2011_12 |