HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 178422733, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(2-(Trifluoromethyl)phenyl)cyclopropanamine | HCID 57364041 | — |
| Reactant | HCID 178422815 | HCID 178422815 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178422733 | HCID 178422733 | 8.1% |
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-[2-(trifluoromethyl)phenyl]cyclopropanamine (Intermediate-38, 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 0.012 g of the desired product. 1HNMR (CDCl3): δ 1.08-1.33 (m, 4H), 1.47 (s, 6H), 3.02 (s, 2H), 7.32-7.38 (m, 4H), 7.47 (t, J=6.6 Hz, 1H), 7.61-7.69 (m, 2H), 7.97 (d, J=7.8 Hz, 1H), 8.56 (s, 1H), 10.80-11.00 (s, 2H); MS [M+H]+: 559.26.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-435fd63f53d343fcbce7b5702fb9371e |
| Source note | uspto-grants-2013_08 |