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Acetohydroxamic Acid → 6-(8-((4-Methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzo[d]isoxazol-3-amine

HRID 2239885
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HRID 2239885 반응식
C([NH:4][OH:5])(=O)C.CC(C)([O-])C.[K+].[CH2:12]1[CH2:16][O:15][CH2:14][CH2:13]1.F[C:18]1[CH:25]=[C:24]([C:26]2[CH:27]=[C:28]([N:35]([CH2:42][C:43]3C=CC(OC)=[CH:45][CH:44]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:29]3[N:30]([CH:32]=[CH:33][N:34]=3)[N:31]=2)[CH:23]=[CH:22][C:19]=1[C:20]#[N:21]>CN(C=O)C.CO>[CH3:14][O:15][C:16]1[CH:12]=[CH:13][C:43]([CH2:42][N:35]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:28]2[C:29]3[N:30]([CH:32]=[CH:33][N:34]=3)[N:31]=[C:26]([C:24]3[CH:23]=[CH:22][C:19]4[C:20]([NH2:21])=[N:4][O:5][C:18]=4[CH:25]=3)[CH:27]=2)=[CH:44][CH:45]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 1990Acetohydroxamic AcidHCID 8028TetrahydrofuranHCID 23665647Potassium tert-butoxideHCID 684836572-Fluoro-4-(8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzonitrile

생성물 1

HCID 684838686-(8-((4-Methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzo[d]isoxazol-3-amine

시약·촉매·용매 2

HCID 887
Methanol
용매
HCID 6228Dimethylformamide용매2회

실험 절차

To a solution of acetohydroxamic acid (50 mg, 0.667 mmol) in DMF (1 mL) was added a solution of potassium t-butoxide in THF (0.667 mL, 0.667 mmol). The reaction solution was stirred at RT for 15 minutes and then a solution of 2-fluoro-4-(8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzonitrile (30 mg, 0.067 mmol) from (X) in DMF (1 mL) was added. The reaction solution was stirred at RT for 24 hours. The solution was diluted with methanol and purified by preparative HPLC to give 6-(8-((4-methoxybenzyl)(phenyl)amino)imidazo[1,2-b]pyridazin-6-yl)benzo[d]isoxazol-3-amine. LC/MS, m/e 463 (M+1). HPLC Rt, 3.08 min. Waters Sunfire C18 column (4.6×50 mm). 0%-100% B. Solvent B: (90% MeOH, 10% H2O, 0.1% TFA). Solvent A: (10% MeOH, 90% H2O, 0.1% TFA). Gradient, start % B=0, final % B=100, gradient time 4 min. hold at 100% B 1 min, flow rate 4 mL/min.

후처리

  1. stirringThe reaction solution was stirred at RT for 24 hours
  2. custompurified by preparative HPLC

출처 및 근거

ORD 기록
ord-6d4ce988d81e4a0dae5929f8a5aa5f33
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07723336B2

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