Potassium Hydroxide → HCID 136027650, compound

HRID 1428849Notes

Reaction equation

HRID 1428849 reaction equation
[OH-].[K+].C([O:5][C:6]([C:8]1[CH:9]=[N:10][N:11]([C:13]2[NH:22][C:21](=[O:23])[C:20]3[C:15](=[CH:16][C:17]([F:25])=[CH:18][C:19]=3[F:24])[N:14]=2)[CH:12]=1)=[O:7])C>C1COCC1>[F:24][C:19]1[CH:18]=[C:17]([F:25])[CH:16]=[C:15]2[C:20]=1[C:21](=[O:23])[NH:22][C:13]([N:11]1[CH:12]=[C:8]([C:6]([OH:7])=[O:5])[CH:9]=[N:10]1)=[N:14]2

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 136337174HCID 136337174, compound

Product 1

HCID 136027650HCID 136027650, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aqueous potassium hydroxide (1 M, 1.7 mL, 1.7 mmol) was added to 1-(5,7-difluoro-4-oxo-3,4-dihydro-quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester (0.152 g, 0.475 mmol) in THF (1.7 mL). The reaction mixture was allowed to stir at room temperature for 18 h and was then concentrated. The residue was redissolved in water (5 mL) and brought to pH 1 with 1M aqueous HCl. The resulting precipitate was collected by filtration to yield the titled compound (0.137 g, 98% yield). MS (ESI/Cl): mass calcd. for C12H6F2N4O3, 292.0; m/z found, 293.0 [M+H]+. 1H NMR (400 MHz, DMSO-d6): 13.07 (s, 2H), 8.93 (d, J=0.4 Hz, 1H), 8.28 (s, 1H), 7.44-7.27 (m, 2H).

Workup

  1. concentrationwas then concentrated
  2. dissolutionThe residue was redissolved in water (5 mL)
  3. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-57bc36f6506446a9ad8b1fc3d1778d01
Source dataset
uspto-grants-2015_01
Patent number
US08937078B2

Reaction notes

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