Isopropanol → HCID 67362336, compound

HRID 1183186Notes

Reaction equation

HRID 1183186 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([OH:10])[N:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[N:6]=1)=[O:4].[C:18]1(P(C2C=CC=CC=2)C2C=CC=CC=2)[CH:23]=CC=C[CH:19]=1.CC(O)C.N(C(OCC1C=CC(Cl)=CC=1)=O)=NC(OCC1C=CC(Cl)=CC=1)=O>C(Cl)Cl>[F:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[N:7]1[C:8]([O:10][CH:18]([CH3:23])[CH3:19])=[CH:9][C:5]([C:3]([O:2][CH3:1])=[O:4])=[N:6]1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 11776TriphenylphosphineHCID 51979911Di-(4-chlorobenzyl)azodicarboxylateHCID 178498589HCID 178498589, compound

Product 1

HCID 67362336HCID 67362336, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

150 mg (0.635 mmol) of 1-(2-fluoro-phenyl)-5-hydroxy-1H-pyrazole-3-carboxylic acid methyl ester, 166.6 mg (0.635 mmol) of triphenylphosphine and 38.16 mg (0.635 mmol) of 2-propanol were dissolved in 1.5 ml of DCM, and then a solution of 0.635 mmol of di(4-chlorobenzyl) azodicarboxylate in 1.5 ml of DCM was added. After stirring at room temperature for 4 h, the mixture was filtered and the solvent removed in vacuo. The obtained crude title compound was used in the hydrolysis step without further purification.

Workup

  1. filtrationthe mixture was filtered
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-3c9ca8b583434e20b2eba2d7b966e0ba
Source dataset
uspto-grants-2014_03
Patent number
US08664257B2

Reaction notes

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