2-Bromopyridine → HCID 68488969, compound

HRID 1474012Notes

Reaction equation

HRID 1474012 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:8][C:9]1[CH:10]=[CH:11][C:12]([Cl:16])=[C:13]([OH:15])[CH:14]=1>CCO>[Cl:16][C:12]1[CH:11]=[CH:10][C:9]([NH:8][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=2)=[CH:14][C:13]=1[OH:15]

Participants

4

Reactant 2

HCID 79732-BromopyridineHCID 806765-Amino-2-chlorophenol

Product 1

HCID 68488969HCID 68488969, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

Following the general procedure for the synthesis of 2-R-5-(heteroaryl-2-ylamino)phenol, 2-bromopyridine (0.13 mL, 1.4 mmol) and 5-amino-2-chlorophenol (100 mg, 0.7 mmol) in 10% aqueous EtOH (2 mL) was heated at 90° C. for 18 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 7/3) in 24% yield (36 mg).

Sources & evidence

ORD record
ord-5b442697cd3945218bdfc69889448da9
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Reaction notes

Loading…