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Sodium Hydroxide → 1-(5-(4-morpholino-6-((4-N-methylsulfonylpiperazin-1-yl)methyl)furo[3,2-d]pyrimidin-2-yl)pyridin-2-yl)urea

HRID 881370
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HRID 881370 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:8]3[O:22][C:21]([CH2:23][N:24]4[CH2:29][CH2:28][N:27]([S:30]([CH3:33])(=[O:32])=[O:31])[CH2:26][CH2:25]4)=[CH:20][C:9]=3[N:10]=[C:11]([C:13]3[CH:14]=[CH:15][C:16]([NH2:19])=[N:17][CH:18]=3)[N:12]=2)[CH2:3][CH2:2]1.ClS([N:38]=[C:39]=[O:40])(=O)=O.[OH-].[Na+]>C(#N)C>[O:1]1[CH2:2][CH2:3][N:4]([C:7]2[C:8]3[O:22][C:21]([CH2:23][N:24]4[CH2:25][CH2:26][N:27]([S:30]([CH3:33])(=[O:32])=[O:31])[CH2:28][CH2:29]4)=[CH:20][C:9]=3[N:10]=[C:11]([C:13]3[CH:14]=[CH:15][C:16]([NH:19][C:39]([NH2:38])=[O:40])=[N:17][CH:18]=3)[N:12]=2)[CH2:5][CH2:6]1
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참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 70918Chlorosulfonyl isocyanateHCID 582339465-(4-morpholino-6-((4-N-methylsulfonylpiperazin-1-yl)methyl)furo[3,2-d]pyrimidin-2-yl)pyridin-2-amine

생성물 1

HCID 582338761-(5-(4-morpholino-6-((4-N-methylsulfonylpiperazin-1-yl)methyl)furo[3,2-d]pyrimidin-2-yl)pyridin-2-yl)urea

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

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온도
80 °C

실험 절차

To a solution of 236 (1.0 eq) in acetonitrile (0.1M) at r.t. was added chlorosulfonyl isocyanate (10 eq) dropwise. The reaction was stirred for 40 minutes, then concentrated. To the residue was added 2N HCl and mixture was heated to 80° C. for 20 minutes. Reaction mixture was allowed to cool down to room temperature, and was neutralized with NaOH 6M. Mixture was then concentrated. The crude product was purified by reverse phase HPLC to give 6 mg of 247. MS (Q1) 517 (M+

후처리

  1. concentrationconcentrated
  2. additionTo the residue was added 2N HCl and mixture
  3. customReaction mixture
  4. temperatureto cool down to room temperature
  5. concentrationMixture was then concentrated
  6. customThe crude product was purified by reverse phase HPLC

출처 및 근거

ORD 기록
ord-e0411f8f94ac451ba8c1b4fa022a5f75
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08993563B2

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