HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methyl-1H-indole-5-boronic acid → HCID 69297579, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methyl-1H-indole-5-boronic acid | HCID 2759867 | — |
| Reactant | HCID 77134375 | HCID 77134375 | — |
| Product | HCID 69297579 | HCID 69297579 | 74.8% |
Reaction Steps
Using a procedure analogous to Example B32, methyl 2-tert-butyl-4-chloropyrimidine-5-carboxylate (0.849 g, 3.71 mmol), N-methylindole-5-boronic acid (1.30 g, 7.43 mmol) and tetrakis-(triphenylphosphine)palladium(0) (86 mg) were combined to give methyl 2-tert-butyl-4-(1-methyl-1 H-indol-5-yl)pyrimidine-5-carboxylate (898 mg, 74% yield). 1H NMR (300 MHz, DMSO-d6): δ 1.40 (s, 9 H), 3.70 (s, 3 H), 3.82 (s, 3 H), 6.57 (s, 1 H), 7.41-7.44 (m, 2 H), 7.53 (d, J=8.6 Hz, 1 H), 7.92 (s, 1 H), 8.94 (s, 1 H); MS (ESI) m/z: 324.0 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188113B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-3455e61752004433923440cc6bef70fc |
| Source note | uspto-grants-2012_05 |