Trifluoroacetic acid → N-(3-(6-((3-fluoro-4-morpholinophenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenyl)acrylamide

HRID 2368181ノート

反応式

HRID 2368181 の反応式
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:10]=[C:11]([NH:21][C:22]2[N:27]=[C:26]3[N:28](C4CCCCO4)[N:29]=[CH:30][C:25]3=[C:24]([C:37]3[CH:38]=[C:39]([NH:43][C:44](=[O:47])[CH:45]=[CH2:46])[CH:40]=[CH:41][CH:42]=3)[N:23]=2)[CH:12]=[CH:13][C:14]=1[N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>C(Cl)Cl>[F:8][C:9]1[CH:10]=[C:11]([NH:21][C:22]2[N:27]=[C:26]3[NH:28][N:29]=[CH:30][C:25]3=[C:24]([C:37]3[CH:38]=[C:39]([NH:43][C:44](=[O:47])[CH:45]=[CH2:46])[CH:40]=[CH:41][CH:42]=3)[N:23]=2)[CH:12]=[CH:13][C:14]=1[N:15]1[CH2:16][CH2:17][O:18][CH2:19][CH2:20]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 68388393N-(3-(6-((3-fluoro-4-morpholinophenyl)amino)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenyl)acrylamide

生成物 1

HCID 68388406N-(3-(6-((3-fluoro-4-morpholinophenyl)amino)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenyl)acrylamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

2,2,2-Trifluoroacetic acid (0.283 mL, 3.68 mmol) was added to a solution of N-(3-(6-((3-fluoro-4-morpholinophenyl)amino)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)phenyl)acrylamide (20 mg, 0.037 mmol) in CH2Cl2 (5 mL), and the reaction mixture was stirred overnight at room temperature, after which the solvent was removed by vacuum. The residue was purified by flash column chromatography (5% CH3OH/CH2Cl2) to yield the title compound as a solid. 1H NMR (400 MHz, CD3OD): δ 8.72 (s, 1H), 8.34 (s, 1H), 8.01 (d, 1H, J=8.4 Hz), 7.94 (m, 1H), 7.73 (m, 1H), 7.54 (t, 1H, J=8.0 Hz), 7.41 (m, 1H), 7.01 (t, 1H, J=9.6 Hz), 6.44 (m, 2H), 5.81 (dd, 1H, J=2.4 & 9.6 Hz), 3.85 (m, 4H), 3.05 (m, 4H); ESI-MS: [M+H]+.

後処理

  1. customafter which the solvent was removed by vacuum
  2. customThe residue was purified by flash column chromatography (5% CH3OH/CH2Cl2)

出典と根拠

ORDレコード
ord-2a51c607acc34464af7ad59f0c672a9b
出典データセット
uspto-grants-2014_04
特許番号
US08703767B2

反応ノート

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