HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 178425065, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2,4,6-Trifluoroaniline | HCID 67765 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178425067 | HCID 178425067 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178425065 | HCID 178425065 | 11.2% |
Reaction Steps
The title compound was prepared by following the procedure described for Example-108 using 2-[(2-chloro-6-methylphenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-35, 0.100 g, 0.268 mmol), thionyl chloride (3.0 mL), 2,4,6-trifluoroaniline (0.059 g, 0.403 mmol), THF (10.0 mL) and DIPEA (3 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.015 g of the desired product. 1HNMR (DMSO-d6): δ 1.52 (s, 6H), 2.24 (s, 3H), 3.10 (s, 2H), 7.24-7.32 (m, 4H), 7.41 (d, J=7.2 Hz, 1H), 7.45 (s, 1H), 9.12 (s, 1H), 10.91 (s, 1H); MS [M+H]+: 501.37.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-300169fc513e4c0db1351037c58ec3fe |
| Source note | uspto-grants-2013_08 |