HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Azetidinesulfonamide → N-(azetidin-1-ylsulfonyl)-5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Azetidinesulfonamide | HCID 45080566 | — |
| Reactant | 5-Chloro-2-fluoro-4-((4-oxocyclohexyl)oxy)benzoic acid | HCID 86703686 | — |
| Reactant | 5-Cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoic acid | HCID 86703799 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(azetidin-1-ylsulfonyl)-5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzamide | HCID 86703800 | — |
Reaction Steps
Following the procedure as described in Example 357 Step 4 and making non-critical variations to replace 5-chloro-2-fluoro-4-((4-oxocyclohexyl)oxy)benzoic acid with 5-cyclopropyl-2-fluoro-4-(spiro[2.5]octan-6-yloxy)benzoic acid and methanol with azetidine-1-sulfonamide, the title compound was obtained as a colorless solid (0.029 g, 12% yield): 1H NMR (300 MHz, DMSO-d6) δ11.57 (br s, 1H), 7.11 (d, J=8.4 Hz, 1H), 7.01 (d, J=13.2 Hz, 1H), 4.67-4.61 (m, 1H), 4.00 (t, J=7.7 Hz, 4H), 2.17-1.98 (m, 3H), 1.90-1.83 (m, 2H), 1.72-1.61 (m, 2H), 1.49-1.29 (m, 4H), 0.90-0.84 (m, 2H), 0.68-0.63 (m, 2H), 0.30-0.19 (m, 4H); MS (ES−) m/z 421.15 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952169B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-7e17f24082ce4991a763c3a8a8e43fce |
| Source note | uspto-grants-2015_02 |