Ammonia → HCID 137630340, compound

HRID 1024417Notes

Reaction equation

HRID 1024417 reaction equation
[NH3:1].[CH2:2]([C:9]1[C:17]2[C:12](=[CH:13][C:14]([OH:22])=[C:15]([C:18](OC)=[O:19])[CH:16]=2)[NH:11][N:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Cl-].[Mg+2].[Cl-]>>[NH2:1][C:18]([C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][C:14]=1[OH:22])[NH:11][N:10]=[C:9]2[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1)=[O:19]

Participants

4

Reactant 3

HCID 222Ammonia2×HCID 5360315Magnesium ChlorideHCID 148550297HCID 148550297, compound

Product 1

HCID 137630340HCID 137630340, compound

Procedure

2.1 1.5 ml of ammonia (7 M in methanol) are added under argon to 30 mg of “A1”, and the mixture is stirred in the microwave at 100°/10 bar for 40 minutes. 0.5 ml of ammonia solution (32%) and 5.06 mg of magnesium chloride are added, and the mixture is stirred at 120°/17 bar for a further 40 minutes. The mixture is subjected to conventional work-up, and the residue is chromatographed over an RP18 silica-gel column, giving 2.7 mg of 5-aminocarbonyl-3-benzyl-6-hydroxy-1H-indazole (“A3”).

Workup

  1. stirringthe mixture is stirred at 120°/17 bar for a further 40 minutes
  2. customthe residue is chromatographed over an RP18 silica-gel column

Sources & evidence

ORD record
ord-3695da2215b84b60bc4eaff2ed16eee3
Source dataset
uspto-grants-2014_05
Patent number
US08722903B2

Reaction notes

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