Water → HCID 178421969, compound

HRID 1431264Notes

Reaction equation

HRID 1431264 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:12])=[CH:9][CH:10]=2)[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[C:3]=1[CH3:19].O.CC[O:23]C(C)=O>CN1C(=O)CCC1>[F:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([OH:23])=[C:3]([CH3:19])[C:4]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)=[N:5]2)=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 596310754-Chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline

Product 1

HCID 178421969HCID 178421969, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

4-Chloro-7-fluoro-3-methyl-2-(pyridin-2-yl)quinoline (200 mg, 0.73 mmol) in NMP (2 mL) and water (0.26 mL, 14.7 mmol) was heated in the microwave at 150° C. for 4 h. After this EtOAc (10 mL) was added. The resulting precipitate was filtered to give 7-fluoro-3-methyl-2-(pyridin-2-yl)quinolin-4-ol. Mass Spectrum (ESI) m/e=255.2 (M+1).

Workup

  1. filtrationThe resulting precipitate was filtered

Sources & evidence

ORD record
ord-74451572b19349dab1bf046f9345b294
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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