Water → HCID 178424182, compound

HRID 405981Notes

Reaction equation

HRID 405981 reaction equation
CS(O[CH2:6][C:7]1[N:8]=[C:9]2[CH:24]=[CH:23][CH:22]=[C:21]([CH3:25])[N:10]2[C:11](=[O:20])[C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH3:19])(=O)=O.[N:26]1[C:34]([SH:35])=[C:33]2[C:29]([NH:30][CH:31]=[N:32]2)=[N:28][CH:27]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[CH3:25][C:21]1[N:10]2[C:11](=[O:20])[C:12]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[CH3:19])=[C:7]([CH2:6][S:35][C:34]3[N:26]=[CH:27][N:28]=[C:29]4[C:33]=3[N:32]=[CH:31][NH:30]4)[N:8]=[C:9]2[CH:24]=[CH:23][CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 86663778HCID 86663778, compoundHCID 178527890HCID 178527890, compound

Product 1

HCID 178424182HCID 178424182, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of (6-methyl-4-oxo-3-o-tolyl-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl methanesulfonate (100 mg, 0.28 mmol), 9H-purine-6-thiol (51 mg, 1.2 eq) and K2CO3 (46 mg, 1.2 eq) in 2 mL DMF was stirred at rt overnight. Water was added and the resulting solid was washed with water and dried in the open air. 6-Methyl-3-(2-methylphenyl)-2-((9H-purin-6-ylsulfanyl)methyl)-4H-pyrido[1,2-a]-pyrimidin-4-one was obtained as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 13.49 (1 H, s), 8.47 (1 H, s), 8.40 (1 H, s), 7.68 (1 H, t, J=8.0 Hz), 7.43 (1 H, d, J=8.0 Hz), 7.23-7.19 (4 H, m), 6.95 (1 H, d, J=8.0 Hz), 4.45 (1 H, d, J=12.0 Hz), 4.29 (1 H, d, J=12.0 Hz), 2.90 (3 H, s), 2.10 (3 H, s); Mass Spectrum (ESI) m/e=415 (M+1).

Workup

  1. washthe resulting solid was washed with water
  2. customdried in the open air

Sources & evidence

ORD record
ord-f4dbbdbad15c4705ada2d68bb075621e
Source dataset
uspto-grants-2014_06
Patent number
US08754089B2

Reaction notes

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