HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-N-methoxy-N-methylpyridine-3-carboxamide → (5-Bromopyridin-3-yl)[7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl]methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-N-methoxy-N-methylpyridine-3-carboxamide | HCID 18472269 | — |
| Reactant | 7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine | HCID 86672091 | — |
| Product | (5-Bromopyridin-3-yl)[7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl]methanone | HCID 86672090 | — |
Reaction Steps
The title compound was prepared according to the method described for Preparation 28 using 7-(2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethyl)-2-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (see Preparation 55, enantiomer 2) and 5-bromo-N-methoxy-N-methylnicotinamide to afford the title compound as a yellow solid in 30% yield, 1.4 g. 1H NMR (400 MHz, DMSO-D6) δ: −0.14 (s, 6H), 0.61 (s, 9H), 1.52 (d, 3H), 3.91-3.96 (m, 2H), 5.00 (m, 1H), 8.37 (s, 1H), 8.58 (s, 1H), 8.95 (s, 1H), 9.00 (s, 1H), 9.33 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846698B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-e45061741127457f95a50a9bde7665d7 |
| Source note | uspto-grants-2014_09 |