4-Aminophenol → 4-(4-Amino-3-chlorophenoxy)picolinamide

Participants

Role	Name	HCID	Charge
Reactant	4-Aminophenol	HCID 403	—
Reactant	4-Chloro-N-methylpicolinamide	HCID 1476814	—
Reactant	4-(4-Aminophenoxy)-N-methylpicolinamide	HCID 16655129	—
Product	4-(4-Amino-3-chlorophenoxy)picolinamide	HCID 23153584	—

Reaction Steps

The title compound was prepared in the same manner described for 4-(4-aminophenoxy)pyridine-2-carboxylic acid methylamide, substituting 4-amino-3-chlorophenol for 4-aminophenol, and substituting 4-chloro-2-pyridinecarboxamide for 4-chloropyridine-2-carboxylic acid methylamide. 1H-NMR (DMSO-d6) δ 8.45 (d, J=5.4 Hz, 1H), 8.08 (s, 1H), 7.67 (s, 1H), 7.32 (d, J=2.7 Hz, 1H), 7.15 (d, J=2.7 Hz, 1H), 7.09 (dd, J=2.7, 5.4 Hz, 1H), 6.93 to 6.84 (m, 2H), 5.44 (s, 2H); MS LC-MS (M+H)+=264.1, RT=2.40 min.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08076488B2
Source dataset	uspto-grants-2011_12
ORD ID	ord-9e33882198804af78ecd59171f8d6d2c
Source note	uspto-grants-2011_12