HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 2-Fluoro-4-(6-nitro-1H-indol-3-yl)-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (4-Cyano-3-fluorophenyl)boronic acid | HCID 2783130 | — |
| Reactant | 1-benzenesulfonyl-3-bromo-6-nitro-1H-indole | HCID 57442196 | — |
| Reactant | 4-(1-Benzenesulfonyl-6-nitro-1H-indol-3-yl)-2-fluoro-benzonitrile | HCID 67101102 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Fluoro-4-(6-nitro-1H-indol-3-yl)-benzonitrile | HCID 57442195 | — |
Reaction Steps
4-(1-Benzenesulfonyl-6-nitro-1H-indol-3-yl)-2-fluoro-benzonitrile from 1-benzenesulfonyl-3-bromo-6-nitro-1H-indole, 7, and 3-fluoro-4-cyanophenylboronic acid using Method AA: Pd2(dba)3, [(t-Bu3)PH]BF4, K2CO3, THF, H2O. Purify by precipitation from EtOAc/hexanes. Remove the benzenesulfonyl protecting group using TBAF and THF as described for 4-(6-nitro-1H-indol-3-yl)-benzonitrile (9) below. LRMS (API ES−)=280.0 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07932284B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-c55f1a02ecc442089933a62b63cec9f9 |
| Source note | uspto-grants-2011_04 |