N-methyl-4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amine → 4-(2-(4-aminophenoxy)phenyl)-N-methylpyrimidin-2-amine

HRID 1361636

반응식

HRID 1361636 반응식
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=2)[CH:6]=[CH:5][N:4]=1.[H][H]>[Pd].CO>[NH2:22][C:19]1[CH:20]=[CH:21][C:16]([O:15][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:7]2[CH:6]=[CH:5][N:4]=[C:3]([NH:2][CH3:1])[N:8]=2)=[CH:17][CH:18]=1

참가 물질

5

반응물 2

HCID 66970416N-methyl-4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 585884984-(2-(4-aminophenoxy)phenyl)-N-methylpyrimidin-2-amine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To N-methyl-4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amine (0.667 g, 2.1 mmol) and palladium, 10 wt. % on activated carbon, wet (0.44 g, 0.41 mmol) in a 100 mL round bottom flask was added MeOH under nitrogen via syringe. The atmosphere was replaced with hydrogen from a balloon and the mixture stirred rapidly for 24 h. The reaction was flushed with nitrogen, and filtered through celite rinsing with 100 mL MeOH. The filtrate was concentrated in vacuo to give 4-(2-(4-aminophenoxy)phenyl)-N-methylpyrimidin-2-amine as a light yellow solid. MS m/z=293 [M+1]+. Calc'd for C17H16N4O: 292.34.

후처리

  1. customThe reaction was flushed with nitrogen
  2. filtrationfiltered
  3. washthrough celite rinsing with 100 mL MeOH
  4. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-7b38a7b5515d49448c887e47fca30afa
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07880000B2

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