HuagongsheHuagongshe Chemistry Print Report · For research reference only
(5-Phenyl-1,3,4-oxadiazol-2-yl)methanamine oxalate → 5-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methyl-N-((5-phenyl-1,3,4-oxadiazol-2-yl)methyl)thiophene-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (5-Phenyl-1,3,4-oxadiazol-2-yl)methanamine oxalate | HCID 45925648 | — |
| Reactant | 3-Methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)thiophene-2-carboxylic acid | HCID 58031456 | — |
| Reactant | 5-(3-(4-Fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylic acid | HCID 58031465 | — |
| Product | 5-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methyl-N-((5-phenyl-1,3,4-oxadiazol-2-yl)methyl)thiophene-2-carboxamide | HCID 59481205 | 67% |
Reaction Steps
Following the procedures as described in Example 55, making variations as required to replace 3-methyl-5-(2-oxo-3-(2-phenoxyethyl)imidazolidin-1-yl)thiophene-2-carboxylic acid with 5-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)-3-methylthiophene-2-carboxylic acid to react with (5-phenyl-1,3,4-oxadiazol-2-yl)methanamine oxalate, the title compound was obtained as a colorless solid in 67% yield: 1H NMR (300 MHz, CDCl3) δ 8.06-8.01 (m, 2H), 7.55-7.45 (m, 3H), 7.30-7.24 (m, 2H), 7.07-6.98 (m, 2H), 6.45 (t, J=5.4 Hz, 1H), 6.11 (s, 1H), 4.90 (d, J=5.4 Hz, 2H), 4.43 (s, 2H), 3.84-3.76 (m, 2H), 3.48-3.40 (m, 2H), 2.50 (s, 3H); MS (ES+) m/z 514.1 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063084B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-9ca7b06b4c0e4b888afcd0669c1df4de |
| Source note | uspto-grants-2011_11 |