HCID 178527072, compound → HCID 136055971, compound

HRID 1726058Notes

Reaction equation

HRID 1726058 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]1[C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:19][P:20]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:21])[CH:17]=2)[NH:12][N:11]=1>CS(C)=O>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:19][P:20]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:21])[CH:17]=2)[NH:12][N:11]=1

Participants

3

Reactant 1

HCID 178527072HCID 178527072, compound

Product 1

HCID 136055971HCID 136055971, compoundYield 13.6%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

170 mg of diphenylphosphinic acid 3-(2,3-dihydro-1H-indol-2-yl)-1H-indazol-5-yl ester are stirred for 10 hours at 100° C. in dimethyl sulfoxide. The solvent is evaporated off under reduced pressure at 30° C. The reaction crude is purified by flash chromatography on silica (8 g Interchim cartridge), eluent: cyclohexane/ethyl acetate 4:6, 2:8; and ethyl acetate/methanol 9:1 to obtain 23 mg of diphenylphosphinic acid 3-(1H-indol-2-yl)-1H-indazol-5-yl ester.

Workup

  1. customThe solvent is evaporated off under reduced pressure at 30° C
  2. customThe reaction crude
  3. customis purified by flash chromatography on silica (8 g Interchim cartridge), eluent

Sources & evidence

ORD record
ord-4fbe9aac2d7d4404a12bbdaadf1d73a4
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

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