HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1-(tert-Butoxycarbonyl)-4-fluoro-1H-indol-2-yl)boronic acid → (4-fluoro-1H-indol-2-yl)boronic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1-(tert-Butoxycarbonyl)-4-fluoro-1H-indol-2-yl)boronic acid | HCID 44118245 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | (4-fluoro-1H-indol-2-yl)boronic acid | HCID 90333436 | 94% |
Reaction Steps
TFA (60 mL) was added 1-(tert-butoxycarbonyl)-4-fluoro-1H-indol-2-ylboronic acid (10 g, 35.83 mmol) in portions at 0° C. and then the mixture was stirred at room temperature for 3 hours. The mixture was poured into ice water, stirred for 10 minutes and filtered through a pad to give the crude 4-fluoro-1H-indol-2-ylboronic acid (6.0 g, yield: 94%) without further purification. 1H-NMR (DMSO-d6, 400 MHz) δ 11.09 (s, 1H), 8.35 (br s, 2H), 7.22 (d, J=8.00 Hz, 1H), 7.02˜7.07 (m, 2H), 6.68˜6.72 (m, 1H). MS (M+H)+: 180.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09242998B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-0b5b8cd03a0144b6bc752126ed490466 |
| Source note | uspto-grants-2016_01 |