Acetic Acid → 2,4-Dimethoxybenzylamine

HRID 489971

반응식

HRID 489971 반응식
N1C=CC=N1.[C:6]1(=O)[NH:10][C:9](=O)[CH:8]=[CH:7]1.[H][H].Br[C:16]1[C:17]([O:19][C:20](=O)[CH:21]=1)=O.[C:23](O)(=[O:25])C>C(OC(=O)C)(=O)C>[CH3:23][O:25][C:16]1[CH:21]=[C:20]([O:19][CH3:17])[CH:6]=[CH:7][C:8]=1[CH2:9][NH2:10]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 800273-Bromo-2,5-furandioneHCID 22037740HCID 22037740, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 5972502,4-Dimethoxybenzylamine

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

Scheme C-6 illustrates the synthesis of the maleimide pyrazole scaffold C-63 wherein R4 is hydrogen. The synthesis starts with the condensation reaction of bromomaleic anhydride B77 with 2,4-dimethoxybenzylamine in acetic acid and acetic anhydride, giving rise to intermediate B76. The maleimide B78 is then treated with 4′-fluoroacetophenone in the presence of catalytic amount Pd2(dba)3 and sodium t-butoxide to form the fluoroacetophenone substituted maleimide B79. The B79 is treated with tert-butoxybis(dimethylamino)methane to yield the a-ketoenamine B80. The a-ketoenamine B80 is condensed with hydrazine to form the maleimide pyrazole skeleton B81. The 2,4-dimethoxybenzyl group protecting group is optionally removed with ceric ammonium nitrate (CAN) to give compound C-63.

출처 및 근거

ORD 기록
ord-55721d99e2e34e8fbede2233d4c133a4
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06979686B1

연결된 노트

불러오는 중…