Ammonia → HCID 135891281, compound

HRID 2365471Notes

Reaction equation

HRID 2365471 reaction equation
[N:1]1([C:6]2[CH:36]=[CH:35][C:9]([CH2:10][N:11]3[C:19]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[C:18]4[C:13]([N:14]([CH2:30][C:31]([CH3:34])([CH3:33])[CH3:32])[C:15](=[O:29])[N:16]([CH3:28])[C:17]4=S)=[N:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1.[NH3:37]>CO.Cl[Hg]Cl>[N:1]1([C:6]2[CH:36]=[CH:35][C:9]([CH2:10][N:11]3[C:19]([NH:20][C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)=[C:18]4[C:13]([N:14]([CH2:30][C:31]([CH3:34])([CH3:33])[CH3:32])[C:15](=[O:29])[N:16]([CH3:28])[C:17]4=[NH:37])=[N:12]3)=[CH:8][CH:7]=2)[CH:5]=[N:4][CH:3]=[N:2]1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 46234841HCID 46234841, compound

Product 1

HCID 135891281HCID 135891281, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 24085Mercuric ChlorideCatalystHCID 887MethanolSolvent

Conditions

Temperature
110 °C

Procedure

2-(4-(1H-1,2,4-triazol-1-yl)benzyl)-5-methyl-7-neopentyl-3-(phenylamino)-4-thioxo-4,5-dihydro-2H-pyrazolo[3,4-d]pyrimidin-6(7H)-one (60 mg, 0.12 mmol) and HgCl2 (65 mg, 0.24 mmol) are suspended in 2 mL of 7N NH3 in methanol. The reaction mixture is heated in a Biotage microwave at 110° C. for 3 hours. After routine workup, the mixture is purified by a semi-preparative HPLC to give 52 mg of pure product as off-white solids (yield: 90%). MS (ESI) m/z 484.3 [M+H]+.

Workup

  1. customAfter routine workup, the mixture is purified by a semi-preparative HPLC

Sources & evidence

ORD record
ord-7d07e669d0f1413eaa28373f768cbd8a
Source dataset
uspto-grants-2014_04
Patent number
US08697710B2

Reaction notes

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