Trifluoroacetic acid → 5-(1-Methyl-1H-pyrazol-4-yl)-3-(quinolin-6-ylmethyl)-3H-[1,2,3]triazolo[4,5-b]pyridin-7-amine
반응식
[NH2:1][C:2]1[C:3]([NH:22][CH2:23][C:24]2[CH:25]=[C:26]3[C:31](=[CH:32][CH:33]=2)[N:30]=[CH:29][CH:28]=[CH:27]3)=[N:4][C:5]([C:16]2[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=2)=[CH:6][C:7]=1[NH:8]C(=O)OC(C)(C)C.[N:34]([O-])=O.[Na+].[OH-].[Na+].C(O)(C(F)(F)F)=O.C([O-])([O-])=O.[Na+].[Na+]>O.C(O)(=O)C>[CH3:21][N:19]1[CH:20]=[C:16]([C:5]2[N:4]=[C:3]3[N:22]([CH2:23][C:24]4[CH:25]=[C:26]5[C:31](=[CH:32][CH:33]=4)[N:30]=[CH:29][CH:28]=[CH:27]5)[N:34]=[N:1][C:2]3=[C:7]([NH2:8])[CH:6]=2)[CH:17]=[N:18]1참가 물질
8
반응물 5
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- 0 °C
실험 절차
tert-Butyl 3-amino-6-(1-methyl-1H-pyrazol-4-yl)-2-(quinolin-6-ylmethylamino)pyridin-4-ylcarbamate (890 mg, 2 mmol) was added to a solution of acetic acid (5 mL) and water (5 mL) at 0° C., followed by the addition of NaNO2 (300 mg, 4 mmol) in H2O (0.5 mL). The reaction was stirred at 0° C. for 1 h, then basified with 30% NaOH to pH=8. The resulting mixture was filtered to afford a solid. The solid was treated with TFA (3 mL), and then stirred at room temperature for another 0.5 h, before treated with aqueous Na2CO3 to adjust the pH to 8. The resulting mixture was purified by chromatography to afford the title compound (190 mg). MS: 358 (M+1)+.
후처리
- filtrationThe resulting mixture was filtered
- customto afford a solid
- stirringstirred at room temperature for another 0.5 h
- customThe resulting mixture was purified by chromatography
출처 및 근거
- ORD 기록
- ord-ded026ece4224ad5a44d812cac1b9bfa
- 출처 데이터셋
- uspto-grants-2013_08
- 특허 번호
- US08507487B2
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