Dimethylformamide dimethyl acetal → N-((dimethylamino)methylene) pyrazolo(1,5-a)pyrimidine-3-carboxamide

HRID 345946Notes

Reaction equation

HRID 345946 reaction equation
[N:1]1[N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]2=[C:3]([C:10]([NH2:12])=[O:11])[CH:2]=1.[N:13]1[N:17]2[CH:18]=[CH:19][CH2:20][NH:21][C:16]2=[C:15]([C:22]([NH2:24])=[O:23])[CH:14]=1.CO[CH:27](OC)[N:28]([CH3:30])[CH3:29]>>[CH3:27][N:28]([CH:30]=[N:12][C:10]([C:3]1[CH:2]=[N:1][N:5]2[CH:6]=[CH:7][CH:8]=[N:9][C:4]=12)=[O:11])[CH3:29].[CH3:27][N:28]([CH:30]=[N:24][C:22]([C:15]1[CH:14]=[N:13][N:17]2[CH:18]=[CH:19][CH2:20][NH:21][C:16]=12)=[O:23])[CH3:29]

Participants

5

Reactant 3

HCID 78373Dimethylformamide dimethyl acetalHCID 17382655Pyrazolo[1,5-a]pyrimidine-3-carboxamideHCID 1360672964,5-Dihydropyrazolo(1,5-a)pyrimidine-3-carboxamide

Product 2

HCID 54497154N-((dimethylamino)methylene) pyrazolo(1,5-a)pyrimidine-3-carboxamideHCID 136015760N-((dimethylamino)methylene)-4,5-dihydropyrazolo(1,5-a)pyrimidine-3-carboxamide

Procedure

Additional N-((dimethylamino)methylene) pyrazolo(1,5-a)pyrimidine-3-carboxamide and N-((dimethylamino)methylene)-4,5-dihydropyrazolo(1,5-a)pyrimidine-3-carboxamide products are prepared from the corresponding pyrazolo(1,5-a)pyrimidine-3-carboxamide or the 4,5-dihydropyrazolo(1,5-a)pyrimidine-3-carboxamide intermediate compounds by heating with N,N-dimethylformamide dimethyl acetal in the manner described in Examples 20-22 and are listed in Table VIII.

Sources & evidence

ORD record
ord-21207d147c974056b897c007324f1dc4
Source dataset
uspto-grants-1991_10
Patent number
US05059691

Reaction notes

Loading…