Norfenefrine → N-[4-(4-{4-[2-Hydroxy-2-(3-hydroxy-phenyl)-ethylamino]-piperidin-1-yl}-Phenylsulfamovl)-phenyl]-acetamide

Participants

Role	Name	HCID	Charge
Reactant	Norfenefrine	HCID 4538	—
Reactant	N-{4-[4-(4-Oxo-piperidin-1-yl)-phenylsulfamoyl]-phenyl}-acetamide	HCID 22220411	—
Product	N-[4-(4-{4-[2-Hydroxy-2-(3-hydroxy-phenyl)-ethylamino]-piperidin-1-yl}-Phenylsulfamovl)-phenyl]-acetamide	HCID 22220518	—

Reaction Steps

The title compound was prepared from N-{4-[4-(4-oxo-piperidine-1-yl)-phenylsulfamoyl]-phenyl}-acetamide (which was obtained in Example 216) and DL-norphenylephrine according to the procedure of Example 255 as a white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.35-1.50 (m, 2H), 1.80-2.00 (m, 2H), 2.06 (s, 3H), 2.50-2.90 (m, 5H), 3.45-3.60 (m, 2H), 4.55-4.65 (m, 1H), 5.55 (brs, 1H), 6.60-6.70 (m, 1H), 6.70-6.85 (m, 4H), 6.86 (d, J=9.3 Hz, 2H), 7.11 (t, J=7.8 Hz, 1H), 7.58 (d, J=8.7 Hz, 2H), 7.68 (d, J=8.7 Hz, 2H), 9.35 (s, 1H), 10.33 (s, 1H); MS (ES) m/z: 525.4 (MH+); HRMS Calcd. for C27H33N4O5S(MH+): 525.2172. Found: 525.2177.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06525202B2
Source dataset	uspto-grants-2003_02
ORD ID	ord-22cbe85cb8aa4545b96f3b7d7f9b3ddf
Source note	uspto-grants-2003_02