Diethyl Ether → 6-(1-Hydroxy-1-methyl-ethyl)-5-methyl-4-(4-phenoxy-phenylamino)-pyrrolo[1,2-b]pyridazine-3-carbonitrile

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C(OC([C:6]1[C:7]([CH3:31])=[C:8]2[C:13]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[CH:17][CH:16]=3)=[C:12]([C:28]#[N:29])[CH:11]=[N:10][N:9]2[CH:30]=1)=O)C.[CH3:32][Mg+].[Br-].CC[O:37][CH2:38][CH3:39]>C1COCC1>[OH:37][C:38]([C:6]1[C:7]([CH3:31])=[C:8]2[C:13]([NH:14][C:15]3[CH:16]=[CH:17][C:18]([O:21][C:22]4[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=4)=[CH:19][CH:20]=3)=[C:12]([C:28]#[N:29])[CH:11]=[N:10][N:9]2[CH:30]=1)([CH3:39])[CH3:32]

참가 물질

실험 절차

To a solution of 396A (1.85 g, 4.50 mmol) in THF (25 ml) was added a solution of 3M MeMgBr in Et2O (15 ml, 45 mmol) slowly at 0° C. The reaction mixture was warmed to rt, then heated at 50° C. for 30 min. After cooled to 0° C., the reaction was quenched with aqueous NH4Cl, extracted with EtOAc, dried and concentrated to give 1.8 g of crude 396 as a yellow solid. It has a retention time 6.49 min. (Column: HTS, 5 u, 4.6×50 mm; Gradient: 5-100% B in 8.0 min; A=0.1% TFA/H2O; B=0.1% TFA/CH3CN; Run time 10 min; Det: 215 nM; FR: 1.2 ml/min); MS Found: (M−H)+=397.4