HCID 178526304, compound → HCID 178507132, compound

HRID 2243320Notes

Reaction equation

HRID 2243320 reaction equation
[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C:2]=1[C:10]1[C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15](=[N:23]O)[C:14]=2[CH:13]=[CH:12][CH:11]=1>[Ni].C(O)C.O1CCCC1>[N:1]1[C:9]2[C:4](=[N:5][CH:6]=[CH:7][CH:8]=2)[NH:3][C:2]=1[C:10]1[C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]([NH2:23])[C:14]=2[CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 1

HCID 178526304HCID 178526304, compound

Product 1

HCID 178507132HCID 178507132, compoundYield 85.4%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Carry out the procedure as in Example 6, starting from 1.30 g of 4-(3H-imidazo[4,5-b]pyridin-2-yl)-9H-fluoren-9-one oxime (Z,E), obtained in the preceding stage, and 2.45 mg of Raney Nickel in 65 ml of ethanol and 65 ml of tetrahydrofuran for 5 hours at 60° C. under a hydrogen pressure of 1 bar. After purification by making a paste in diisopropyl ether, we obtain 1.06 g of 4-(3H-imidazo[4,5-b]pyridin-2-yl)-9H-fluoren-9(R,S)-ylamine, in the form of a white powder, with the following characteristics:

Workup

  1. customAfter purification

Sources & evidence

ORD record
ord-ee5356302abc4f988376ec9145a905fe
Source dataset
uspto-grants-2010_03
Patent number
US07674795B2

Reaction notes

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