HCID 20079491, compound → HCID 15053113, compound

HRID 1654059Notes

Reaction equation

HRID 1654059 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[O:10][C:11]1[CH:12]=[C:13]2[C:17](=[CH:18][CH:19]=1)[NH:16][CH:15]=[CH:14]2)([O-])=O>C(O)C>[NH:16]1[C:17]2[C:13](=[CH:12][C:11]([O:10][C:5]3[CH:6]=[N:7][CH:8]=[CH:9][C:4]=3[NH2:1])=[CH:19][CH:18]=2)[CH:14]=[CH:15]1

Participants

3

Reactant 1

HCID 20079491HCID 20079491, compound

Product 1

HCID 15053113HCID 15053113, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 5-[(4-nitro-3-pyridinyl)oxy]-1H-indole, N5 -oxide (10 g) in 250 ml ethanol containing 0.4 g PtO2 was hydrogenated at 50 psi for 25 hours and thereafter filtered through Celite and concentrated to 9 g oil. This oil was purified by HPLC (silica, 10% methanol in ethyl acetate) to give 3.5 g solid. This solid was recrystallized from acetonitrile to give 2.4 g crystals, m.p. 170°-172°.

Workup

  1. filtrationfiltered through Celite
  2. concentrationconcentrated to 9 g oil
  3. customThis oil was purified by HPLC (silica, 10% methanol in ethyl acetate)

Sources & evidence

ORD record
ord-d9dc7150143c441891860416e32b0b67
Source dataset
uspto-grants-1995_04
Patent number
US05405856

Reaction notes

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