Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Benzaldehyde → N-(1H-benzimidazol-2-ylmethyl)-N-[[4-[(benzylamino)methyl]phenyl]methyl]-5,6,7,8-tetrahydroquinolin-8-amine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Benzaldehyde | HCID 240 | — |
| 반응물 | Sodium borohydride | HCID 4311764 | — |
| 반응물 | N-[(1H-Benzo[d]imidazol-2-yl)methyl]-N-(4-(aminomethyl)-benzyl)-5,6,7,8-tetrahydroquinolin-8-amine | HCID 21985008 | — |
| 용매 | Methanol | HCID 887 | — |
| 생성물 | N-(1H-benzimidazol-2-ylmethyl)-N-[[4-[(benzylamino)methyl]phenyl]methyl]-5,6,7,8-tetrahydroquinolin-8-amine | HCID 22018607 | 26% |
반응 단계
Benzaldehyde (0.5 mL, 4.92 mmol) was condensed with N′-(1H-benzimidazol-2-ylmethyl)-N′-(5,6,7,8-tetrahydro-8-quinolinyl)-1,4-benzenedimethanamine (170 mg, 0.428 mmol) in dry MeOH (3 mL) for 17 h at room temperature and the resultant imine was reduced with sodium borohydride (329 mg, 8.70 mmol) for 1 h (see General Procedures A and B). Purification of the crude product by flash chromatography (14 g silica, 30:1:1 EtOAc/CH3OH/NH4OH) followed by radial chromatography (2 mm TLC plate, 100:1:1 CH2Cl2/CH3OH/NH4OH) gave the N-alkylated product (54 mg, 26%) as a foam.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07084155B2 |
| 출처 데이터셋 | uspto-grants-2006_08 |
| ORD ID | ord-3b54507cbfb14b84b0322c01958b4f77 |
| 출처 메모 | uspto-grants-2006_08 |