1H-Indazole-5,6-diamine → 6-(3-fluoro-4-methoxyphenyl)-1H-pyrazolo[3,4-g]quinoxaline 7-(3-fluoro-4-methoxyphenyl)-1H-pyrazolo[3,4-g]quinoxaline

HRID 2260112

Reaction equation

HRID 2260112 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[NH2:11])[NH:7][N:6]=[CH:5]2.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20](=O)[CH:21]=O)=[CH:16][C:15]=1[F:24]>C(O)C>[F:24][C:15]1[CH:16]=[C:17]([C:20]2[CH:21]=[N:1][C:2]3[CH:3]=[C:4]4[CH:5]=[N:6][NH:7][C:8]4=[CH:9][C:10]=3[N:11]=2)[CH:18]=[CH:19][C:14]=1[O:13][CH3:12].[F:24][C:15]1[CH:16]=[C:17]([C:20]2[CH:21]=[N:11][C:10]3[CH:9]=[C:8]4[NH:7][N:6]=[CH:5][C:4]4=[CH:3][C:2]=3[N:1]=2)[CH:18]=[CH:19][C:14]=1[O:13][CH3:12]

Participants

4

Reactant 2

HCID 819001H-Indazole-5,6-diamineHCID 129217133-Fluoro-4-methoxy-alpha-oxobenzeneacetaldehyde

Product 1

HCID 189998276-(3-fluoro-4-methoxyphenyl)-1H-pyrazolo[3,4-g]quinoxaline 7-(3-fluoro-4-methoxyphenyl)-1H-pyrazolo[3,4-g]quinoxaline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To an ice-cooled mixture of 5,6-diaminoindazole (0.5 g) in 20 ml absolute ethanol is added slowly a solution of 1-methoxy-2-fluoro-4-glyoxyloylbenzene (0.75 g) in 30 ml ethanol. The resulting mixture is stirred at room temperature over night. The solid which forms is filtered off, washed with a small amount of ethanol then with hexane and air dried to give a yellow material.

Workup

  1. filtrationThe solid which forms is filtered off
  2. washwashed with a small amount of ethanol
  3. dry with materialwith hexane and air dried
  4. customto give a yellow material

Sources & evidence

ORD record
ord-9dc16d3ca94b44c591a949577c4d2f04
Source dataset
uspto-grants-1995_12
Patent number
US05476851

Linked notes

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