HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(3-Bromo-5-triisopropylsilanyloxy-phenylamino)-benzonitrile → 5-[3-hydroxy-5-(1H-indol-4-yl)-phenylamino]-pyridine-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(3-Bromo-5-triisopropylsilanyloxy-phenylamino)-benzonitrile | HCID 68844130 | — |
| Reactant | 5-[3-(1-triisopropylsilanyl-1H-indol-4-yl)-5-triisopropylsilanyloxy-phenylamino]-pyridine-2-carbonitrile | HCID 68846077 | — |
| Product | 5-[3-hydroxy-5-(1H-indol-4-yl)-phenylamino]-pyridine-2-carbonitrile | HCID 15602993 | — |
Reaction Steps
4-(3-Bromo-5-triisopropylsilanyloxy-phenylamino)-benzonitrile was converted to 5-[3-(1-triisopropylsilanyl-1H-indol-4-yl)-5-triisopropylsilanyloxy-phenylamino]-pyridine-2-carbonitrile, and the triisopropylsilyl groups were removed with tetra n-butylammonium fluoride to give 5-[3-hydroxy-5-(1H-indol-4-yl)-phenylamino]-pyridine-2-carbonitrile as described in Example 35. 1H NMR (400 MHz, CD3OD) δ 8.31 (dd, J=2.8, 0.4 Hz, 1H), 7.57 (dd, J=8.8, 0.8 Hz, 1H), 7.49 (dd, J=8.8, 2.8 Hz, 1H), 7.35 (m, 1H), 7.26 (d, J=3.2 Hz, 1H), 7.14 (t, J=7.6 Hz, 1H), 7.05 (dd, J=7.2, 1.2 Hz, 1H), 6.97 (m, 1H), 6.89 (dd, J=2.4, 1.6 Hz, 1H), 6.66 (m, 1H), 6.61 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504401B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-e668e222400e4a6f880d1188d108b5b3 |
| Source note | uspto-grants-2009_03 |