Diisopropylethylamine → [2(2,6-Dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-[6-(3-fluoroazetidin-1-yl)pyrimidin-4-yl]amine

HRID 626664

반응식

HRID 626664 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]1[CH:26]=[C:12]2[C:13]([NH:17][C:18]3[CH:23]=[C:22]([NH:24][CH3:25])[N:21]=[CH:20][N:19]=3)=[N:14][CH:15]=[CH:16][C:11]2=[N:10]1.ClC1N=CN=C(NC2C3=CN(C4C(Cl)=CC=CC=4Cl)N=C3C=CN=2)C=1.[F:52][CH:53]1CN[CH2:54]1.CCN(C(C)C)C(C)C>>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[N:9]1[CH:26]=[C:12]2[C:13]([NH:17][C:18]3[CH:23]=[C:22]([N:24]4[CH2:54][CH:53]([F:52])[CH2:25]4)[N:21]=[CH:20][N:19]=3)=[N:14][CH:15]=[CH:16][C:11]2=[N:10]1

참가 물질

5

반응물 4

HCID 81531DiisopropylethylamineHCID 36035423-FluoroazetidineHCID 69671122N-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-N'-methylpyrimidine-4,6-diamineHCID 86697038(6-Chloropyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]amine

생성물 1

HCID 69671421[2(2,6-Dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-[6-(3-fluoroazetidin-1-yl)pyrimidin-4-yl]amine수율 93%

실험 절차

Following the procedure described for N-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]-N′-methylpyrimidine-4,6-diamine, (6-chloropyrimidin-4-yl)-[2-(2,6-dichlorophenyl)-2H-pyrazolo[4,3-c]pyridine-4-yl]amine and 3-fluoroazetidine with added DIPEA (103 μL, 0.6 mmol) were reacted to afford the title compound as a yellow solid (81 mg, 93% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.28 (br s, 1H), 9.14 (s, 1H), 8.29 (s, 1H), 7.94 (s, 1H), 7.80 (d, J=8.1 Hz, 2H), 7.70 (dd, J=9.1, 7.3 Hz, 2H), 7.16 (br s, 1H), 5.62-5.46 (m, 1H), 4.38 (ddd, J=21.3, 10.5, 5.9 Hz, 2H), 4.14 (d, J=10.5 Hz, 1H), 4.08 (d, J=10.5 Hz, 1H). LCMS (Method B): RT=3.16 min, m/z: 430 [M+H+].

후처리

  1. customwere reacted

출처 및 근거

ORD 기록
ord-6bd6f85f364143ebb0e5909386ade3e3
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309240B2

연결된 노트

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