Ammonium formate → HCID 18415933, compound

HRID 990982Notes

Reaction equation

HRID 990982 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[C:11]3[CH2:21][C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:12]=3[NH:13][N:14]=2)=[CH:6][CH:5]=1)([O-])=O.C([O-])=O.[NH4+]>[Pd]>[NH:13]1[C:12]2[C:15]3[C:20]([CH2:21][C:11]=2[C:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)=[N:14]1)=[CH:19][CH:18]=[CH:17][CH:16]=3

Participants

4

Reactant 2

HCID 2723923Ammonium formateHCID 9882078HCID 9882078, compound

Product 1

HCID 18415933HCID 18415933, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Conditions

Temperature
70 °C

Procedure

The product from Example 12 (3.0 g) was suspended in industrial methylated spirit (200 ml) and 5% palladium on charcoal (250 mg) was added followed by ammonium formate (2.05 g). The mixture was stirred and heated at 70° C. for 3 hours and then cooled to ambient temperature and then filtered. The filtrate was concentrated under reduced pressure and triturated with dichloromethane to give 4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)aniline, m.p. 253-254° C.

Workup

  1. temperaturecooled to ambient temperature
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customtriturated with dichloromethane

Sources & evidence

ORD record
ord-3671a732e2b7409eb004c4ec1b7991eb
Source dataset
uspto-grants-2002_10
Patent number
US06462036B1

Reaction notes

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