HCID 20079503, compound → HCID 15053112, compound

HRID 1654057Notes

Reaction equation

HRID 1654057 reaction equation
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][C:7]([NH:11][C:12]3[CH:13]=[N:14][CH:15]=[CH:16][C:17]=3[N+:18]([O-])=O)=[CH:8][CH:9]=2)[CH:4]=[CH:3]1>C(O)C>[NH2:18][C:17]1[CH:16]=[CH:15][N:14]=[CH:13][C:12]=1[NH:11][C:7]1[CH:6]=[C:5]2[C:10](=[CH:9][CH:8]=1)[N:2]([CH3:1])[CH:3]=[CH:4]2

Participants

3

Reactant 1

HCID 20079503HCID 20079503, compound

Product 1

HCID 15053112HCID 15053112, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 1-methyl-N-(4-nitro-3-pyridinyl)-1H-indol-5-amine, N5 -oxide (6.8 g) in 250 ml ethanol containing 0.4 g platinum oxide was hydrogenated at 50 psi for twenty hours and thereafter filtered through Celite and concentrated to 3.5 g oil. This oil was purified by HPLC (silica 20% methanol in ethyl acetate) to give 2.5 g solid, m.p. 167°-169°. This solid was recrystallized from acetonitrile/ether to give 1.1 g solid, m.p. 168°-169°.

Workup

  1. filtrationfiltered through Celite
  2. concentrationconcentrated to 3.5 g oil
  3. customThis oil was purified by HPLC (silica 20% methanol in ethyl acetate)

Sources & evidence

ORD record
ord-f7332f77d8dd426498874875ab437b69
Source dataset
uspto-grants-1995_04
Patent number
US05405856

Reaction notes

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