N-bromobutanimide → 6-(5-Bromo-2-n-propoxyphenyl)-3-methyl-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

HRID 1532068Notes

Reaction equation

HRID 1532068 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH3:9][C:10]1[C:18]2[C:17](=[O:19])[NH:16][C:15]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[O:26][CH2:27][CH2:28][CH3:29])=[N:14][C:13]=2[N:12]([CH2:30][CH2:31][CH3:32])[N:11]=1>>[Br:1][C:24]1[CH:23]=[CH:22][C:21]([O:26][CH2:27][CH2:28][CH3:29])=[C:20]([C:15]2[NH:16][C:17](=[O:19])[C:18]3[C:10]([CH3:9])=[N:11][N:12]([CH2:30][CH2:31][CH3:32])[C:13]=3[N:14]=2)[CH:25]=1

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 1355038033-Methyl-6-(2-propoxy-phenyl)-1-propyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

Product 1

HCID 1361090086-(5-Bromo-2-n-propoxyphenyl)-3-methyl-1-n-propyl-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one

Procedure

The title compound was prepared from N-bromosuccinimide (4.9 g, 0.0276 mol) and 3-methyl-6-(2-n-propoxyphenyl)-1-n-propyl-1,5-dihydro-4H-pyrazolo-[3,4-d]pyrimidin-4-one (Example 18; 3.0 g, 0.0092 mol), following the procedure of Example 6, and was obtained as yellow crystals (1.11 g, 30%), m.p. 157-159° C., after crystallisation from ethyl acetate. Found: C,53.14; H,5.17; N,13.76. C18H21BrN4O2 requires C,53.34; H,5.22; N,13.82%.

Sources & evidence

ORD record
ord-530b11f9cdac42398d5cbf6dce62fa67
Source dataset
uspto-grants-2001_03
Patent number
US06200980B1

Reaction notes

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