Dimethylformamide → HCID 178440306, 화합물

HRID 1625235

반응식

HRID 1625235 반응식
[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

참가 물질

8

반응물 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

생성물 1

HCID 178440306HCID 178440306, 화합물수율 39%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-8cca2535026f4100835c785f066ac0cd
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08779142B2

연결된 노트

불러오는 중…