Dimethylformamide → HCID 178440306、化合物

HRID 1625235

反応式

HRID 1625235 の反応式
[CH:1]1[NH:8][C:6](=[O:7])[NH:5][C:3](=[O:4])[C:2]=1C(O)=O.Cl.C(N=C=NCCCN(C)C)C.O.ON1C2C=CC=CC=2N=N1.[CH:35]([C:38]1[C:46]2[C:41](=[N:42][CH:43]=[CH:44][C:45]=2[C:47]2[CH:48]=[N:49][C:50]3[C:55]([CH:56]=2)=[CH:54][CH:53]=[CH:52][CH:51]=3)[N:40]([C:57]2[CH:64]=[CH:63][C:60]([C:61]#[N:62])=[C:59]([NH:65][CH:66]3[CH2:71][CH2:70][NH:69][CH2:68][CH2:67]3)[CH:58]=2)[N:39]=1)([CH3:37])[CH3:36].CN([CH:75]=[O:76])C>O.C(OCC)(=O)C>[OH:7][C:6]1[N:8]=[C:1]([C:75]([N:69]2[CH2:68][CH2:67][CH:66]([NH:65][C:59]3[CH:58]=[C:57]([N:40]4[C:41]5=[N:42][CH:43]=[CH:44][C:45]([C:47]6[CH:48]=[N:49][C:50]7[C:55]([CH:56]=6)=[CH:54][CH:53]=[CH:52][CH:51]=7)=[C:46]5[C:38]([CH:35]([CH3:37])[CH3:36])=[N:39]4)[CH:64]=[CH:63][C:60]=3[C:61]#[N:62])[CH2:71][CH2:70]2)=[O:76])[CH:2]=[C:3]([OH:4])[N:5]=1

参加物

8

反応物 5

HCID 6228DimethylformamideHCID 903011,2,3,4-Tetrahydro-2,4-dioxo-5-pyrimidinecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrateHCID 675014474-{3-Isopropyl-4-(quinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}-2-(piperidin-4-ylamino)benzonitrile

生成物 1

HCID 178440306HCID 178440306、化合物収率 39%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Isoorotic acid (0.021 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.029 g), and 1-hydroxybenzotriazole monohydrate (0.016 g) were added to a solution of compound (77a) (0.050 g) in DMF (1.0 mL), followed by stirring under argon flow at room temperature for 15 hr. The reaction solution was distributed between ethyl acetate and water, and the organic layer was washed with saturated saline. The organic layer after the washing was dried over anhydrous sodium sulfate, and the solvent was distilled away to obtain 2-{1-(2,6-dihydroxypyrimidine-4-carbonyl)piperidin-4-ylamino}-4-{3-isopropyl-4-(quinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzonitrile, which was used in the subsequent reaction without being purified. According to Example 1(7), compound (78) (0.026 g, the second stage yield: 39%) was prepared as a white solid using 2-{1-(2,6-dihydroxypyrimidine-4-carbonyl)piperidin-4-ylamino}-4-{3-isopropyl-4-(quinolin-3-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzonitrile instead of compound (1f).

後処理

  1. washthe organic layer was washed with saturated saline
  2. dry with materialThe organic layer after the washing was dried over anhydrous sodium sulfate
  3. distillationthe solvent was distilled away

出典と根拠

ORDレコード
ord-8cca2535026f4100835c785f066ac0cd
出典データセット
uspto-grants-2014_07
特許番号
US08779142B2

関連ノート

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