참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Acetic Acid | HCID 176 | — |
| 반응물 | 3-Bromo-2,5-furandione | HCID 80027 | — |
| 반응물 | HCID 22037740 | HCID 22037740 | — |
| 반응물 | HCID 178418361 | HCID 178418361 | — |
| 용매 | Acetic Anhydride | HCID 7918 | — |
| 생성물 | 2,4-Dimethoxybenzylamine | HCID 597250 | — |
반응 단계
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US06979686B1 |
|---|
| 출처 데이터셋 | uspto-grants-2005_12 |
|---|
| ORD ID | ord-55721d99e2e34e8fbede2233d4c133a4 |
|---|
| 출처 메모 | uspto-grants-2005_12 |
|---|
