참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,2-Dichloroethane | HCID 11 | — |
| 반응물 | Trifluoroacetic acid | HCID 6422 | — |
| 반응물 | 4-Methylmorpholine | HCID 7972 | — |
| 반응물 | HOAt | HCID 181649 | — |
| 반응물 | 1-(1-Methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid | HCID 20114625 | — |
| 반응물 | 3-(Aminomethyl)-4-methyl-6-propyl-2(1H)-pyridinone | HCID 67124329 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | HCID 71281144 | HCID 71281144 | — |
반응 단계
1-(1-Methylethyl)-6-(4-pyridinyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid (192 mg, 0.680 mmol), 3-(aminomethyl)-4-methyl-6-propyl-2(1H)-pyridinone.TFA (200 mg, 0.680 mmol), HOAT (139 mg, 1.019 mmol), EDC (195 mg, 1.019 mmol), and N-methylmorpholine (0.299 mL, 2.72 mmol) were sequentially added to DMF (6 mL), and the mixture stirred at 40° C. overnight. The reaction mixture was then filtered. The collected solid was washed with ethanol, and dried, affording the final product as a white solid, 0.160 g (53%). LCMS E-S (M+H)=445.3. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.88 (t, 3H), 1.46-1.65 (m, 8H), 2.24 (s, 3H), 2.38 (t, J=7.58 Hz, 2H), 4.43 (d, J=4.80 Hz, 2H), 5.37 (s, 1H), 5.93 (s, 1H), 8.23 (d, J=5.81 Hz, 2H), 8.30 (s, 1H), 8.45 (s, 1H), 8.78 (d, J=5.31 Hz, 2H), 9.00 (br. s., 1H), 11.56 (s, 1H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08637509B2 |
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| 출처 데이터셋 | uspto-grants-2014_01 |
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| ORD ID | ord-7e1fc07212ce4b799b477c6730f20ded |
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| 출처 메모 | uspto-grants-2014_01 |
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