HuagongsheHuagongshe Chemistry Print Report · For research reference only
(+)-Norepinephrine → N-(4-{[2-(4-{[(2R)-2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino}-1-piperidinyl)-anilino]sulfonyl}phenyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (+)-Norepinephrine | HCID 5814 | — |
| Reactant | N-{4-[2-(4-Oxo-piperidin-1-yl)-phenylsulfamoyl]-phenyl}-acetamide | HCID 69654669 | — |
| Product | N-(4-{[2-(4-{[(2R)-2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino}-1-piperidinyl)-anilino]sulfonyl}phenyl)acetamide | HCID 69654757 | — |
Reaction Steps
The title compound was prepared from N-{(4-[2-(4-oxo-piperidin-1-yl)-phenylsulfamoyl]-phenyl}-acetamide (which was obtained in Example 222) and L-norepinephrine according to the procedure of Example 255 as a grey solid; 1H NMR (300 MHz, DMSO-d6) δ 1.30–1.52 (m, 2 H), 1.70–1.90 (m, 2 H), 1.89 (s, 3 H), 2.50–3.50 (m, 7 H), 4.40–4.55 (m, 1 H), 6.00 (brs, 1 H) 6.50–6.80 (m, 3 H), 6.95–7.15 (m, 2 H), 7.25–7.40 (m, 2 H), 7.60–7.75 (m, 4 H), 10.30 (s, 1 H); MS (ES) m/z: 541.4 (MH+); HRMS Calcd. for C27H33N4O6S (MH+): 541.2121. Found: 541.2110.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07022716B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-96d75d289cb94bed9e06a4056153fa4b |
| Source note | uspto-grants-2006_04 |