2-Chloropyrimidine → HCID 68487685, compound

HRID 1474015Notes

Reaction equation

HRID 1474015 reaction equation
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[C:11]([OH:17])[CH:10]=1>CCO>[C:13]([C:12]1[CH:15]=[CH:16][C:9]([NH:8][C:2]2[N:7]=[CH:6][CH:5]=[CH:4][N:3]=2)=[CH:10][C:11]=1[OH:17])#[N:14]

Participants

4

Reactant 2

HCID 744042-ChloropyrimidineHCID 124686824-Amino-2-hydroxybenzonitrile

Product 1

HCID 68487685HCID 68487685, compoundYield 5%

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-chloropyrimidine (209 mg, 1.8 mmol) and 4-amino-2-hydroxybenzonitrile (123 mg, 0.9 mmol) in 10% aqueous EtOH (5 mL) was heated at 90° C. for 18 h. The title compound was obtained in 5% yield a (10 mg) and used for the next step without additional purification.

Sources & evidence

ORD record
ord-a44e6973722c440b835bdf323bdcfb92
Source dataset
uspto-grants-2015_04
Patent number
US09018209B2

Reaction notes

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