2-Methylpiperazine, (S)- → (S)-1-(6-(3-methylpiperazin-1-yl)pyridin-2-yl)-6-(5-(oxetan-3-yl)pyridin-3-yl)-1H-pyrazolo[4,3-c]pyridine

HRID 57821노트

반응식

HRID 57821 반응식
F[C:2]1[N:7]=[C:6]([N:8]2[C:16]3[CH:15]=[C:14]([C:17]4[CH:18]=[N:19][CH:20]=[C:21]([CH:23]5[CH2:26][O:25][CH2:24]5)[CH:22]=4)[N:13]=[CH:12][C:11]=3[CH:10]=[N:9]2)[CH:5]=[CH:4][CH:3]=1.[CH3:27][C@H:28]1[CH2:33][NH:32][CH2:31][CH2:30][NH:29]1>>[CH3:27][C@@H:28]1[NH:29][CH2:30][CH2:31][N:32]([C:2]2[N:7]=[C:6]([N:8]3[C:16]4[CH:15]=[C:14]([C:17]5[CH:18]=[N:19][CH:20]=[C:21]([CH:23]6[CH2:26][O:25][CH2:24]6)[CH:22]=5)[N:13]=[CH:12][C:11]=4[CH:10]=[N:9]3)[CH:5]=[CH:4][CH:3]=2)[CH2:33]1

참가 물질

3

반응물 2

HCID 27342192-Methylpiperazine, (S)-HCID 867070281-(6-fluoropyridin-2-yl)-6-(5-(oxetan-3-yl)pyridin-3-yl)-1H-pyrazolo[4,3-c]pyridine

생성물 1

HCID 72715135(S)-1-(6-(3-methylpiperazin-1-yl)pyridin-2-yl)-6-(5-(oxetan-3-yl)pyridin-3-yl)-1H-pyrazolo[4,3-c]pyridine수율 24%

실험 절차

Following the procedures as described in EXAMPLE 8 and starting with 1-(6-fluoropyridin-2-yl)-6-(5-(oxetan-3-yl)pyridin-3-yl)-1H-pyrazolo[4,3-c]pyridine and (S)-2-methylpiperazine, 113 was obtained as an off-white solid (26.3 mg, 24%). 1H NMR (400 MHz, DMSO) δ 9.39-9.28 (m, 1H), 9.20-9.11 (d, J=2.1 Hz, 1H), 9.11-9.02 (s, 1H), 8.72-8.61 (m, 2H), 8.60-8.53 (t, J=2.1 Hz, 1H), 7.84-7.67 (t, J=8.1 Hz, 1H), 7.32-7.18 (d, J=7.7 Hz, 1H), 6.87-6.76 (d, J=8.5 Hz, 1H), 5.08-4.98 (dd, J=8.2, 6.2 Hz, 2H), 4.76-4.68 (t, J=6.3 Hz, 2H), 4.48-4.35 (m, 1H), 4.28-4.13 (dd, J=20.9, 11.0 Hz, 2H), 3.06-2.88 (ddd, J=19.7, 14.7, 7.1 Hz, 2H), 2.87-2.73 (m, 2H), 2.60-2.53 (m, 1H), 2.39-2.31 (d, J=7.7 Hz, 1H), 1.09-0.99 (dd, J=14.9, 6.2 Hz, 3H); MS (ESI) m/z: 428.2 [M+H]+

출처 및 근거

ORD 기록
ord-d084ce314232402fa1857ceb3f2d9edc
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434725B2

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