HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Dimethylethylenediamine → 4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-N-(2-dimethylamino-ethyl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Dimethylethylenediamine | HCID 66053 | — |
| Reactant | 4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-benzoic acid | HCID 67265378 | — |
| Product | 4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-N-(2-dimethylamino-ethyl)-benzamide | HCID 67265688 | 20.4% |
Reaction Steps
The title compound (9 mg) is prepared in analogy to Example 189 step b) starting from 4-[5-(5-diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-benzoic acid (37 mg, 100 μmol) and N1,N1-dimethyl-ethane-1,2-diamine (10 mg, 110 μmol); LC-MS: tR=0.42 min; [M+1]+=442.23. 1H NMR (CDCl3): δ1.11 (t, J=7.0 Hz, 6H), 2.26 (s, 3H), 2.32 (s, 6H), 2.58 (t, J=6.0 Hz, 2H), 2.64 (q, J=7.0 Hz, 4H), 3.55-3.62 (m, 2H), 3.73 (s, 2H), 6.95 (t br, J=4.8 Hz, 1H), 7.68 (s, 1H), 7.92-7.96 (m, 2H), 8.21-8.25 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148410B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-c36c89b4e5314b9c862d62dd815a8790 |
| Source note | uspto-grants-2012_04 |