tert-Butanol → tert-butyl (2-(4-(2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)-1H-1,2,3-triazol-1-yl)ethyl)carbamate

HRID 2284799노트

반응식

HRID 2284799 반응식
[C:1]([C:3]1[C:4]([NH:17][CH2:18][CH2:19][CH3:20])=[N:5][C:6]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=2)=[N:7][CH:8]=1)#[CH:2].[C:21]([O:25][C:26](=[O:33])[NH:27][CH2:28][CH2:29][N:30]=[N+:31]=[N-:32])([CH3:24])([CH3:23])[CH3:22].C(O)(C)(C)C.O=C1O[C@H]([C@H](CO)O)C([O-])=C1O.[Na+]>S([O-])([O-])(=O)=O.[Cu+2].O.C(OCC)(=O)C.CN(C)C=O>[F:16][C:12]1[CH:11]=[C:10]([NH:9][C:6]2[N:5]=[C:4]([NH:17][CH2:18][CH2:19][CH3:20])[C:3]([C:1]3[N:32]=[N:31][N:30]([CH2:29][CH2:28][NH:27][C:26](=[O:33])[O:25][C:21]([CH3:23])([CH3:22])[CH3:24])[CH:2]=3)=[CH:8][N:7]=2)[CH:15]=[CH:14][CH:13]=1

참가 물질

9

반응물 4

HCID 6386tert-ButanolHCID 22323692tert-Butyl (2-azidoethyl)carbamateHCID 23667548Sodium AscorbateHCID 900525125-ethynyl-N2-(3-fluorophenyl)-N4-propylpyrimidine-2,4-diamine

생성물 1

HCID 90053341tert-butyl (2-(4-(2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)-1H-1,2,3-triazol-1-yl)ethyl)carbamate

시약·촉매·용매 4

HCID 24462Copper Sulfate촉매HCID 962Water용매2회HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

To 5-ethynyl-N2-(3-fluorophenyl)-N4-propylpyrimidine-2,4-diamine (S2, 62.4 mg) and tert-butyl(2-azidoethyl)carbamate (S18, 51.6 mg), tert-butanol (0.6 mL), water (0.6 mL), N,N-dimethylformamide (1.2 mL), sodium ascorbate (9.15 mg) and copper sulfate (3.69 mg) were added at room temperature, and the mixture was stirred at the same temperature for 12 hours. To the reaction mixture, ethyl acetate and water were added. The organic layer was separated, washed successively with water and saturated aqueous sodium chloride, and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain tert-butyl (2-(4-(2-((3-fluorophenyl)amino)-4-(propylamino)pyrimidin-5-yl)-1H-1,2,3-triazol-1-yl)ethyl)carbamate (S19, 32.5 mg).

후처리

  1. customThe organic layer was separated
  2. washwashed successively with water and saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-7d6383cb4844482a88bb92f2310f736c
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09145415B2

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