Methylamine → HCID 46209404, compound

HRID 2365470Notes

Reaction equation

HRID 2365470 reaction equation
[CH2:1]([N:5]1[C:10]2=[N:11][N:12]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[CH:24][CH:23]=3)[C:13]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:9]2[C:8](=S)[N:7]([CH3:35])[C:6]1=[O:36])[CH:2]([CH3:4])[CH3:3].[CH3:37][NH2:38]>C1COCC1.Cl[Hg]Cl>[CH2:1]([N:5]1[C:10]2=[N:11][N:12]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[CH:24][CH:23]=3)[C:13]([NH:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[C:9]2[C:8](=[N:38][CH3:37])[N:7]([CH3:35])[C:6]1=[O:36])[CH:2]([CH3:4])[CH3:3]

Participants

5

Reactant 2

HCID 6329MethylamineHCID 46234840HCID 46234840, compound

Product 1

HCID 46209404HCID 46209404, compound

Reagents, catalysts & solvents 2

HCID 24085Mercuric ChlorideCatalystHCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
110 °C

Procedure

7-Isobutyl-5-methyl-3-(phenylamino)-2-(4-(pyridin-2-yl)benzyl)-4-thioxo-4,5-dihydro-2H-pyrazolo[3,4-d]pyrimidin-6(7H)-one (15 mg, 0.030 mmol) and HgCl2 (16.4 mg, 0.060 mmol) are suspended in THF, and then 2.0 M methylamine solution in THF (240 μL, 0.12 mmol) is added. The reaction mixture is heated in a Biotage microwave at 110° C. for 5 hours. After routine workup, the mixture is purified by a semi-preparative HPLC to give pure product as white solids. MS (ESI) m/z 494.3 [M+H]+.

Workup

  1. customAfter routine workup, the mixture is purified by a semi-preparative HPLC
  2. customto give pure product as white solids

Sources & evidence

ORD record
ord-40f9343278a946ffae82d21693438dfd
Source dataset
uspto-grants-2014_04
Patent number
US08697710B2

Reaction notes

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