HuagongsheHuagongshe Chemistry Print Report · For research reference only
Histamine → 4-[5-Bromo-6-[2-(3h-imidazol-4-yl)-ethylamino]-pyridine-3-sulfonyl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Histamine | HCID 774 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-(5-Bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester | HCID 21057179 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 4-[5-Bromo-6-[2-(3h-imidazol-4-yl)-ethylamino]-pyridine-3-sulfonyl]-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester | HCID 69586432 | — |
Reaction Steps
The reaction was conducted following the procedure for Example 156: step a, using. 4-(5-bromo-6-chloro-pyridine-3-sulfonyl)-5-methylsulfanyl-thiophene-2-carboxylic acid methyl ester (0.050 g, 0.113 mmol), (Example 2: step c), 2-(3H-imidazol-4-yl)-ethylamine (0.027 g, 0.146 mmol), diisopropylethylamine (0.073 g, 0.565 mmol), THF [0.5 mL], DMF [0.5 mL]. Chromatography of the residue (0%–6% MeOH/DCM) yielded the title compound. ESI-MS (m/z): Calcd. for C17H17BrN4O4S3: 518.44 (M+H); found 517.0, 519.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07138530B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-7ab971d9d07543b9a439f98aa13fc6d2 |
| Source note | uspto-grants-2006_11 |