HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopyridine → 2-[(S)-1-Phenylethylamino]-4-[6-(4-(pyridine-2-yl)triazol-1-yl)benzimidazol-1-yl]pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | 2-[(S)-1-phenylethylamino]-4-[6-(4-tributylstannyl-triazol-1-yl)benzimidazol-1-yl]pyrimidine | HCID 69962573 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 2-[(S)-1-Phenylethylamino]-4-[6-(4-(pyridine-2-yl)triazol-1-yl)benzimidazol-1-yl]pyrimidine | HCID 59924781 | 9.6% |
Reaction Steps
The title compound was prepared from 30.5 mg of 2-[(S)-1-phenylethylamino]-4-[6-(4-tributylstannyl-triazol-1-yl)benzimidazol-1-yl]pyrimidine, 36.3 mg 2-bromopyridine and 0.5 mg Pd(PPh3)4 using the procedure described in EXAMPLE 273 except that the the reaction mixture was stirred for 16 hours. The residue was purified by flash chromatography eluting with acetone in hexanes to give 2.0 mg of the title compound. 1H NMR (500 MHz, 1:1 CD3OD/CDCl3): δ 1.64 (d, J=6.8 Hz, 3H), 5.28 (m, 1H), 7.0-7.35 (m, 5H), 7.40 (br s, 6.4 Hz, 1H), 7.54 (t, J=7.1 Hz, 1H), 7.84 (m, 1H), 7.93 (d, J=8.4 Hz, 1H), 8.11 (t, J=7.5 Hz, 1H), 8.32 (d, J=8.3 Hz, 1H), 8.36 (m, 1H), 8.65 (d, J=4.6 Hz, 1H), 8.83-9.2 (m, 3H). Mass Spectrum (CH3CN-TFA-NH4HCO2-ESI): 460.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498165B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-e4f10b88a07e449a9dfc9f1c9f461736 |
| Source note | uspto-grants-2002_12 |