참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Furancarboxylic acid, hydrazide | HCID 18731 | — |
| 반응물 | Triphenylphosphine dibromide | HCID 70579 | — |
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | 3-Amino-6-[4-(dimethylcarbamoyl)phenyl]pyrazine-2-carboxylic acid | HCID 59471750 | — |
| 용매 | Acetonitrile | HCID 6342 | — |
| 생성물 | HCID 59471705 | HCID 59471705 | 51.3% |
반응 단계
Dibromo(triphenyl)phosphorane was added to a solution of 3-amino-6-[4-(dimethylcarbamoyl)phenyl]pyrazine-2-carboxylic acid (100 mg, 0.35 mmol) and furan 2-carbohydrazide (44.1 mg, 0.35 mmol) in acetonitrile (3.0 mL) at room temperature. Bright yellow solution observed. The resulting solution was stirred at room temperature for 30 min. After this time, DIPEA (304 μL, 1.75 mmol) was added dropwise and the reaction mixture stirred at room temperature for 30 min. The reaction mixture was filtered to leave a yellow solid. The solid was purified by reverse phase preparative HPLC [Waters Sunfire C18, mM, 100 Å column, gradient 10%-95% B (solvent A: 0.05% TFA in water; solvent B: CH3CN) over 16 minutes at 25 mL/min]. Product fractions were freeze dried to give the product as a yellow solid (67.6 mg, 51% yield); 1H NMR (400.0 MHz, DMSO) d 2.97 (m, 6H), 6.87 (m, 1H), 7.54-7.56 (m, 3H), 7.57 (br s, 2H), 8.15 (m, 3H) and 8.98 (1H, s) ppm; MS (ES+) 377.17
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08841308B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_09 |
|---|
| ORD ID | ord-9dcc33133ba44249b8e88fd2a1406d63 |
|---|
| 출처 메모 | uspto-grants-2014_09 |
|---|