2-Bromopyridine → HCID 68489605, compound

HRID 1474011Notes

Reaction equation

HRID 1474011 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:8][C:9]1[CH:14]=[C:13]([OH:15])[C:12]([CH3:16])=[CH:11][CH:10]=1>CCO>[CH3:16][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 178185-Amino-2-methylphenol

Product 1

HCID 68489605HCID 68489605, compoundYield 43%

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 (0.6 mL, 6.33 mmol) and 5-amino-o-cresol (390 mg, 3.16 mmol) in 10% aqueous EtOH (10 mL) was heated at 90° C. for 18 h. The title compound was obtained after purification by flash chromatography on silica gel (hexane:EtOAc 6/4) in 43% yield (271 mg).

Sources & evidence

ORD record
ord-4bc6d7fc54704168a30d00713d640c6e
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Reaction notes

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