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-piperidine-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, 2H), 1.70-1.90 (m, 2H), 1.89 (s, 3H), 2.50-3.50 (m, 7H), 4.40-4.55 (m, 1H), 6.00 (brs, 1H), 6.50-6.80 (m, 3H), 6.95-7.15 (m, 2H), 7.25-7.40 (m, 2H), 7.60-7.75 (m, 4H), 10.30 (s, 1H); 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 | US06525202B2 |
| Source dataset | uspto-grants-2003_02 |
| ORD ID | ord-41e363b7c7f04617925a103a17a77b36 |
| Source note | uspto-grants-2003_02 |