HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 178422736, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Cyclopropyl-2-fluoroaniline | HCID 67503677 | — |
| Reactant | HCID 178422813 | HCID 178422813 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178422736 | HCID 178422736 | 14.9% |
Reaction Steps
The title compound was prepared following the procedure described for Example-108 using 2-[(2,6-dichlorophenyl)amino]-7,7-dimethyl-7,8-dihydro-1H-furo[3,2-e]benzimidazole-5-carboxylic acid (Intermediate-6, 0.100 g, 0.255 mmol), thionyl chloride (1.0 mL), 5-cyclopropyl-2-fluoro aniline (Intermediate-47, 0.077 g, 0.511 mmol), THF (5.0 mL) and DIPEA (2 mL). The obtained crude product was purified by column chromatography on neutral alumina eluting with 1.0-2.0% MeOH:DCM to afford 0.020 g of the desired product 1HNMR (DMSO-d6): δ 0.62 (m 2H), 0.94 (d, J=6.3 Hz, 2H), 1.54 (s, 6H), 1.93 (m, 1H), 3.11 (s, 2H), 6.80 (m, 1H), 7.17 (m, 2H), 7.54 (m, 3H), 8.22 (s, 1H), 10.04 (s, 1H), 11-11.5 (s, 2H); MS [M]+: 525.15.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519149B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-cf19741e78ad48caa289661ccb4bac82 |
| Source note | uspto-grants-2013_08 |