HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Difluorobenzoyl chloride → N-(6-(4-Dimethylamino-cyclohex-1-enyl)-pyridin-2-yl)-2,4-difluoro-benzamide dihydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Difluorobenzoyl chloride | HCID 588081 | — |
| Reactant | 6-(4-Dimethylamino-cyclohex-1-enyl)-pyridin-2-ylamine | HCID 58852365 | — |
| Product | N-(6-(4-Dimethylamino-cyclohex-1-enyl)-pyridin-2-yl)-2,4-difluoro-benzamide dihydrochloride salt | HCID 69350886 | 35% |
Reaction Steps
Using a method similar to example 1, using 2,4-difluoro-benzoyl chloride (122 mg, 0.69 mmol) and 6-(4-dimethylamino-cyclohex-1-enyl)-pyridin-2-ylamine (preparation 11, 100 mg, 0.46 mmol) provides the free amine of the title compound as an oil (52 mg, 32%): MS(ES): m/z=358 (M+H)+; 1H NMR (CD3OD): δ 8.23 (t, 1H), 7.89 (m, 1H), 7.64 (m, 2H), 7.14 (m, 2H), 6.74 (m, 1H), 3.52 (m, 1H), 2.86 (s, 6H), 2.69 (m, 4H), 2.35 (m, 1H), 1.87 (m, 1H). Using a salt formation method similar to that in example 1 gives the dihydrochloride salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312236B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-e4207ec733de4e91b9b77627aaa45394 |
| Source note | uspto-grants-2007_12 |