HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloro-2-methylaniline → HCID 68183460, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloro-2-methylaniline | HCID 6894 | — |
| Reactant | 6-Methoxy-8-quinolinamine | HCID 7023 | — |
| Reactant | Chlorosulfonic acid | HCID 24638 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 68183460 | HCID 68183460 | 2.3% |
Reaction Steps
In a similar fashion using route 19 general procedure 42, 6-methoxyquinolin-8-amine (Intermediate 23) (300 mg, 1.7 mmol), chlorosulfonic acid (120 μl, 1.8 mmol), PCl5 (370 mg, 1.8 mmol), TEA (360 μl, 2.5 mmol), 3-chloro-2-methylaniline (810 μl, 6.8 mmol) and DIPEA (600 μl, 3.4 mmol) gave the title compound (15 mg, 2%) after purification by column chromatography with DCM/n-hexane (1:1) as the eluent, followed by recrystallisation from EtOAc/n-hexane and then further purification by column chromatography with n-hexane/EtOAc (4:1) as the eluent.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102688B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-f5ebefbde0454456a3cad92eb1410142 |
| Source note | uspto-grants-2015_08 |