HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 178422749, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Tert-Butylaniline | HCID 69861 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178422815 | HCID 178422815 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178422749 | HCID 178422749 | 40.8% |
Reaction Steps
The title compound was prepared by following the procedure described for Example-108 using 2-[(2-chloro-6-fluorophenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-15, 0.100 g, 0.266 mmol), thionyl chloride (2.0 mL), 4-tert-butylaniline (0.079 g, 0.400 mmol), THF (10.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.055 g of the desired product. 1HNMR (DMSO-d6): δ 1.21 (s, 9H), 1.55 (s, 6H), 3.13 (s, 2H), 7.27-7.46 (m, 6H), 7.55 (d, J=8.7 Hz, 2H), 9.67 (s, 1H), 11.20 (s, 2H); MS [M+H]+: 507.50.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-a0db54b0a9104e39a394df2da1feca56 |
| Source note | uspto-grants-2013_08 |