HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 178422735, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(4-(Trifluoromethyl)phenyl)cyclopropanamine | HCID 53420453 | — |
| Reactant | HCID 178422815 | HCID 178422815 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178422735 | HCID 178422735 | 10.1% |
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), 1-[4-(trifluoromethyl)phenyl]cyclopropanamine (Intermediate-37, 0.078 g, 0.388 mmol), THF (5.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on basic alumina eluting with 0.7-1.0% MeOH:DCM to afford 0.015 g of the desired product. 1HNMR (DMSO-d6): δ 1.38 (d, J=9.0 Hz, 4H), 1.52 (s, 6H), 3.07 (s, 2H), 7.32-7.35 (m, 6H), 7.61-7.64 (m, 2H), 8.39 (s, 1H), 9.20 (s, 1H), 11.0 (s, 1H); MS [M+H]+: 559.25.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-cbc6aca960274548831e258dfc0a3536 |
| Source note | uspto-grants-2013_08 |