Hydrazine → HCID 178478327, 화합물

반응식

Br[C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[Br:10][C:11]1[N:16]=[C:15]([CH:17]=O)[CH:14]=[CH:13][CH:12]=1.[NH2:19][NH2:20]>>[Br:10][C:11]1[N:16]=[C:15]([C:17]2[C:2]3[C:3](=[N:4][C:5]([Cl:8])=[N:6][CH:7]=3)[NH:20][N:19]=2)[CH:14]=[CH:13][CH:12]=1

참가 물질

반응물 3

HCID 9321Hydrazine

HCID 2899735-Bromo-2,4-dichloropyrimidine

HCID 27570096-Bromopyridine-2-carbaldehyde

생성물 1

HCID 178478327HCID 178478327, 화합물

실험 절차

Alternatively, for compounds of formula Ia where X is N and Y is CH, in accordance to Scheme 2 below, 5-bromo-2,4-dichloro-pyrimidine (1) is reacted with 6-bromo-pyridine-2-carbaldehyde (3) by a Grignard reaction and the corresponding coupled alcohol is oxidized to the ketone. The ketone is reacted with hydrazine to give 3-(6-bromo-pyridin-2-yl)-6-chloro-1H-pyrazolo[3,4-d]pyrimidine. The remaining chloro group can then be replaced by reacting with the appropriate amine and the bromide can be displacement with the required amine under Buckwald conditions to give compounds Ia of this invention.