HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-5-chloropyridine → (2S)-3-[2-(tert-butyl-dimethylsilyl)oxyethoxy]-2-[1-(2-chlorophenyl)pyrazolo[4,5-e]pyrimidin-4-yl]oxy-N-(5-chloropyridin-2-yl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-5-chloropyridine | HCID 66174 | — |
| Reactant | Methyl (2S)-3-[2-(tert-butyl-diphenylsilyl)oxyethoxy]-2-[1-(2-chlorophenyl)pyrazolo[4,5-e]pyrimidin-4-yl]oxypropanoate | HCID 57504664 | — |
| Product | (2S)-3-[2-(tert-butyl-dimethylsilyl)oxyethoxy]-2-[1-(2-chlorophenyl)pyrazolo[4,5-e]pyrimidin-4-yl]oxy-N-(5-chloropyridin-2-yl)propanamide | HCID 57504525 | — |
Reaction Steps
Prepared from (2S)-methyl 3-(2-(tert-butyldiphenylsilyloxy)ethoxy)-2-(1-(2-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)propanoate (Intermediate AG2) (950 mg, 1.51 mmol) according to the method for Intermediate AE3 using 5-chloropyridin-2-amine. 1H NMR (400 MHz, DMSO) δ 0.88 (9H, s), 3.71-3.84 (4H, m), 4.02-4.07 (1H, m), 4.13-4.18 (1H, m), 5.97-5.99 (1H, m), 7.34-7.43 (6H, m), 7.56-7.67 (7H, m), 7.74-7.77 (1H, m), 7.86-7.89 (1H, m), 8.00-8.03 (1H, m), 8.40-8.41 (1H, m), 8.52 (1H, s), 8.57 (1H, s), 11.25 (1H, s); m/z (ESI+) (M+H)+=727; HPLC tR=3.49 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143263B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-b3b5017fcd394694b32577beb33c376a |
| Source note | uspto-grants-2012_03 |