HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3,4-Thiadiazol-2-amine → 3-(1-(4-Fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethyl-N-(1,3,4-thiadiazol-2-yl)hexanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3,4-Thiadiazol-2-amine | HCID 19909 | — |
| Reactant | 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhexanoic acid | HCID 67005444 | — |
| Product | 3-(1-(4-Fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethyl-N-(1,3,4-thiadiazol-2-yl)hexanamide | HCID 59252821 | 24% |
Reaction Steps
To a solution of 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhexanoic acid (220 mg, 0.6 mmol) from Example 33(c) was coupled to 1,3,4-thiadiazol-2-amine (60 mg, 0.6 mmol) using General Coupling Method B. The product was purified by HPLC to give 33 mg (24%) of the desired product Example 34. MS found: (M+H)+=452. NMR(CDCl3) δ 8.73 (s, 1H); 8.11 (s, 1H); 7.8-8.4 (bs, 1H) 7.55-7.61 (m, 3H); 7.49-7.51 (d, 1H); 7.28-7.30 (d, 1H); 7.14-7.19 (m, 3H); 3.31-3.36 (dd, 1H), 1.88-1.95 (dt, 1H); 1.26 (s, 3H); 1.15 (s, 3H); 0.6-0.8 (dd, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-2fd8c3260ffa4d82bed1ac6e5bc14964 |
| Source note | uspto-grants-2011_11 |