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

HRID 446288

反応式

HRID 446288 の反応式
[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

参加物

5

反応物 2

HCID 66970416N-methyl-4-(2-(4-nitrophenoxy)phenyl)pyrimidin-2-amineHCID 178418361HCID 178418361、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-13f841bbb72a4c0a893332c24ed008b6
出典データセット
uspto-grants-2013_07
特許番号
US08476434B2

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