Isoxazole-5-carbonyl chloride → N-[3-(3-{2-[(3-fluorophenyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-5-isoxazolecarboxamide

HRID 1159900

反応式

HRID 1159900 の反応式
C1C2C(=CC=C(NC3N=C(C4C(C5C=C(NC(=O)C6C=CC=CC=6)C=CC=5)=NN5C=CC=CC=45)C=CN=3)C=2)CCN1.[NH2:42][C:43]1[CH:44]=[C:45]([C:49]2[C:57]([C:58]3[CH:63]=[CH:62][N:61]=[C:60]([NH:64][C:65]4[CH:70]=[CH:69][CH:68]=[C:67]([F:71])[CH:66]=4)[N:59]=3)=[C:52]3[CH:53]=[CH:54][CH:55]=[CH:56][N:51]3[N:50]=2)[CH:46]=[CH:47][CH:48]=1.[O:72]1[C:76]([C:77](Cl)=[O:78])=[CH:75][CH:74]=[N:73]1>>[F:71][C:67]1[CH:66]=[C:65]([NH:64][C:60]2[N:59]=[C:58]([C:57]3[C:49]([C:45]4[CH:44]=[C:43]([NH:42][C:77]([C:76]5[O:72][N:73]=[CH:74][CH:75]=5)=[O:78])[CH:48]=[CH:47][CH:46]=4)=[N:50][N:51]4[CH:56]=[CH:55][CH:54]=[CH:53][C:52]=34)[CH:63]=[CH:62][N:61]=2)[CH:70]=[CH:69][CH:68]=1

参加物

4

反応物 3

HCID 2736707Isoxazole-5-carbonyl chlorideHCID 595114034-[2-(3-aminophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-fluorophenyl)-2-pyrimidinamineHCID 59513880N-(3-{3-[2-(1,2,3,4-tetrahydro-7-isoquinolinylamino)-4-pyrimidinyl]-pyrazolo[1,5-a]pyridin-2-yl}phenyl)benzamide

生成物 1

HCID 59513682N-[3-(3-{2-[(3-fluorophenyl)amino]-4-pyrimidinyl}pyrazolo[1,5-a]pyridin-2-yl)phenyl]-5-isoxazolecarboxamide

実験手順

In a manner analogous to Example 66, 91 mg of the title compound was synthesized from 100 mg (0.25 mmol) of 4-[2-(3-aminophenyl)pyrazolo[1,5-a]pyridin-3-yl]-N-(3-fluorophenyl)-2-pyrimidinamine and 46 mg (0.353 mmol) of 5-isoxazolecarbonyl chloride a yellow solid: 1H NMR (d6-DMSO, 400 MHz) δ 6.59 (d, 1H, J=5.5 Hz), 6.72 (td, 1H, J=8.0 and 2.5 Hz), 7.14 (td, 1H, J=6.8 and 1.5 Hz), 7.21-7.29 (m, 2H), 7.37-7.53 (m, 4H), 7.78 (d, 1H, J=12.3 Hz), 7.93 (d, 1H, J=8.6 Hz), 8.09 (s, 1H), 8.32 (d, 1H, J=5.4 Hz), 8.49 (d, 1H, J=8.8 Hz), 8.81 (d, 1H, J=1.7 Hz), 8.86 (d, 1H, J=6.8 Hz), 9.81 (s, 1H), and 10.87 (s, 1H); HRMS calcd for C27H18FN7O2: 491.1506, found: 492.1583 (M+H+).

出典と根拠

ORDレコード
ord-a3c1d9ac4d32409d940fd9eb69739335
出典データセット
uspto-grants-2010_10
特許番号
US07812022B2

関連ノート

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