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Hydrochloric Acid → 9-fluoro-5-{[4-[4-(1-methylethyl)-1-piperazinyl]-2-(methyloxy)phenyl]amino}-3-[(4-methylphenyl)sulfonyl]pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one

HRID 1014434
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HRID 1014434 반응식
Cl[C:2]1[N:3]=[C:4]([NH:21][C:22]2[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:23]=2[C:24](N)=[O:25])[C:5]2[CH:10]=[CH:9][N:8]([S:11]([C:14]3[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[C:6]=2[N:7]=1.[CH3:32][CH:33]([N:35]1[CH2:40][CH2:39][N:38]([C:41]2[CH:47]=[CH:46][C:44]([NH2:45])=[C:43]([O:48][CH3:49])[CH:42]=2)[CH2:37][CH2:36]1)[CH3:34].[I-].[K+].Cl.C(=O)(O)[O-].[Na+]>ClCCl>[F:31][C:28]1[CH:27]=[C:23]2[C:22](=[CH:30][CH:29]=1)[N:21]=[C:4]1[C:5]3[CH:10]=[CH:9][N:8]([S:11]([C:14]4[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=4)(=[O:12])=[O:13])[C:6]=3[N:7]=[C:2]([NH:45][C:44]3[CH:46]=[CH:47][C:41]([N:38]4[CH2:39][CH2:40][N:35]([CH:33]([CH3:32])[CH3:34])[CH2:36][CH2:37]4)=[CH:42][C:43]=3[O:48][CH3:49])[N:3]1[C:24]2=[O:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 4875Potassium IodideHCID 516892Sodium BicarbonateHCID 457907394-(4-Isopropylpiperazin-1-YL)-2-methoxyphenylamineHCID 866441892-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-5-fluorobenzamide

생성물 1

HCID 67316701
9-fluoro-5-{[4-[4-(1-methylethyl)-1-piperazinyl]-2-(methyloxy)phenyl]amino}-3-[(4-methylphenyl)sulfonyl]pyrrolo[2',3':4,5]pyrimido[6,1-b]quinazolin-7(3H)-one
수율 76.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a pressurized vessel was added 2-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-5-fluorobenzamide (3.0 g, 6.54 mmol), 4-[4-(1-methylethyl)-1-piperazinyl]-2-(methyloxy)aniline (2.11 g, 8.5 mmol), potassium iodide (<10 mg) and hydrochloric acid as a 4.0M solution in dioxanes (ca 10 mL). The resulting suspension was stirred until all solids had completely dissolved (24 hr.) The reaction was poured into into saturated sodium bicarbonate and diluted with dichloromethane. The organic layer was dried over sodium sulfate, volatiles removed under reduced pressure, and the solids triturated with diethyl ether to afford 9-fluoro-5-{[4-[4-(1-methylethyl)-1-piperazinyl]-2-(methyloxy)phenyl]amino}-3-[(4-methylphenyl)sulfonyl]pyrrolo[2′,3′:4,5]pyrimido[6,1-b]quinazolin-7(3H)-one (3.27 g, 76% yield) of sufficient purity for use in subsequent transformations. ESIMS (M+H)=656.

후처리

  1. dissolutionhad completely dissolved (24 hr.) The reaction
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customvolatiles removed under reduced pressure
  4. customthe solids triturated with diethyl ether

출처 및 근거

ORD 기록
ord-6291a63d17554ad4936f43b17a51adf0
출처 데이터셋
uspto-grants-2011_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07981903B2

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