HCID 20240225, compound → HCID 20240221, compound

HRID 364197Notes

Reaction equation

HRID 364197 reaction equation
[CH2:1]([N:3]([CH2:33][CH3:34])[CH2:4][CH2:5][N:6]1[C:14]2[CH:13]=[CH:12][C:11]([N+:15]([O-])=O)=[C:10]3[S:18][C:19]4[CH:24]=[CH:23][C:22]([O:25][CH2:26][C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)=[CH:21][C:20]=4[C:8]([C:9]=23)=[N:7]1)[CH3:2]>[Ni].CO>[NH2:15][C:11]1[CH:12]=[CH:13][C:14]2[N:6]([CH2:5][CH2:4][N:3]([CH2:1][CH3:2])[CH2:33][CH3:34])[N:7]=[C:8]3[C:20]4[CH:21]=[C:22]([O:25][CH2:26][C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)[CH:23]=[CH:24][C:19]=4[S:18][C:10]=1[C:9]=23

Participants

4

Reactant 1

HCID 20240225HCID 20240225, compound

Product 1

HCID 20240221HCID 20240221, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 0.47 g (0.001 mol) of N,N-diethyl-5-nitro-9-phenylmethoxy-2H[1]benzothiopyrano[4,3,2-cd]indazole-2-ethanamine, 0.5 of Raney nickel, and 100 ml of MeOH was hydrogenated in a Parr shaker at 25° C. and an initial pressure of 50.0 psi. The mixture was filtered and the filtrate was concentrated to dryness. Crystallization of the residue from the appropriate solvent furnished the product.

Workup

  1. customwas hydrogenated in a Parr shaker at 25° C.
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated to dryness
  4. customCrystallization of the residue from the appropriate solvent
  5. customfurnished the product

Sources & evidence

ORD record
ord-383210857ad8493e9f0f53d05690d23c
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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