HCID 13689022, compound → HCID 20240184, compound

HRID 364170Notes

Reaction equation

HRID 364170 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:10]2[N:9]([CH2:13][CH2:14][N:15]([CH2:23][CH2:24][O:25][CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[N:8]=[C:7]3[C:33]4[CH:39]=[C:38]([OH:40])[CH:37]=[CH:36][C:34]=4[O:35][C:5]=1[C:6]=23)([O-])=O>[Ni].CN(C)C=O>[NH2:1][C:4]1[CH:12]=[CH:11][C:10]2[N:9]([CH2:13][CH2:14][N:15]([CH2:23][CH2:24][O:25][CH2:26][C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[CH2:16][C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:8]=[C:7]3[C:33]4[CH:39]=[C:38]([OH:40])[CH:37]=[CH:36][C:34]=4[O:35][C:5]=1[C:6]=23

Participants

4

Reactant 1

HCID 13689022HCID 13689022, compound

Product 1

HCID 20240184HCID 20240184, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 6228DimethylformamideSolvent

Procedure

A mixture of 10 g of 5-nitro-2-[2-[[2-(phenylmethoxy)ethyl](phenylmethyl)amino]ethyl]-2H-[1]benzopyrano[4,3,2-cd]indazol-9-ol and 5 g of Raney nickel in 150 ml N,N-dimethylformamide was stirred at atmospheric pressure under hydrogen overnight. The mixture was filtered and the filtrate was concentrated in vacuo to a thick oil. The 5-amino-2-[2-[[2-(phenylmethoxy)ethyl](phenylmethyl)amino]ethyl]-2H-[1]benzopyrano[4,3,2-cd]indazol-9-ol so obtained was used without further processing.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated in vacuo to a thick oil

Sources & evidence

ORD record
ord-c5a541d7862047729aed715964730ccd
Source dataset
uspto-grants-1986_08
Patent number
US04604390

Reaction notes

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