Hydrazine → HCID 67518029, compound

HRID 1465724Notes

Reaction equation

HRID 1465724 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17](OC)=[O:18])[CH:15]=3)[N:10]([C:21]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)([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)[N:9]=2)[CH:5]=[CH:4][N:3]=1.[NH2:40][NH2:41]>CN(C=O)C>[CH3:1][C:2]1[CH:7]=[C:6]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]([NH:40][NH2:41])=[O:18])[CH:15]=3)[N:10]([C:21]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[N:9]=2)[CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 67517416HCID 67517416, compound

Product 1

HCID 67518029HCID 67518029, compoundYield 102%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

The mixture of methyl 3-(2-methylpyridin-4-yl)-1-trityl-1H-indazole-5-carboxylate (50 mg, 0.1 mmol) and hydrazine (6.3 mg, 0.2 mmol) in DMF (0.23 mL) was heated at 100° C. under microwave condition for 45 min. The reaction mixture was quenched with water, and extracted with EtOAc. The combined organic layer was dried and concentrated to give 52 mg of crude product. The crude was brought to next step without further purification.

Workup

  1. customThe reaction mixture was quenched with water
  2. extractionextracted with EtOAc
  3. customThe combined organic layer was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-30bcf5068fde44d0a95f4ea2ca808430
Source dataset
uspto-grants-2015_04
Patent number
US08999966B2

Reaction notes

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