(4-(Isopropylamino)-2-(methylthio)pyrimidin-5-yl)methanol → HCID 10727218, compound
Reaction equation
[CH:1]([NH:4][C:5]1[C:10]([CH2:11][OH:12])=[CH:9][N:8]=[C:7]([S:13][CH3:14])[N:6]=1)([CH3:3])[CH3:2]>C(Cl)Cl.[O-2].[Mn+4].[O-2]>[CH:1]([NH:4][C:5]1[C:10]([CH:11]=[O:12])=[CH:9][N:8]=[C:7]([S:13][CH3:14])[N:6]=1)([CH3:3])[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of (4-(isopropylamino)-2-(methylthio)pyrimidin-5-yl)methanol (13.5 g, 63.4 mmol) in DCM (100 mL) was added manganese(IV) oxide (45 g, 0.5 mol), and the mixture was stirred at RT overnight. The reaction mixture was filtered and the filtrate was concentrated to give the 4-(isopropylamino)-2-(methylthio)pyrimidine-5-carbaldehyde (12.2 g, 91% yield), which was used in the next step without further purification. 1HNMR (400 MHz, DMSO-d6): δ 9.71 (s, 1 H), 8.50 (s, 1 H), 8.41 (d, J=7.2 Hz, 1 H), 4.33 (m, 1 H), 2.47 (s, 3 H), 1.21 (d, J=6.4 Hz, 6 H).