Potassium Carbonate → 5-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

HRID 1042743ノート

反応式

HRID 1042743 の反応式
[CH3:1][NH:2][C:3]1[N:8]=[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)[C:6]([C:14]#[C:15][Si](C)(C)C)=[CH:5][N:4]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:14]([C:6]1[C:7]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[N:8][C:3]([NH:2][CH3:1])=[N:4][CH:5]=1)#[CH:15]

参加物

4

反応物 2

HCID 11430Potassium CarbonateHCID 68459491N-methyl-4-(thiophen-2-yl)-5-(2-(trimethylsilyl)ethynyl)pyrimidin-2-amine

生成物 1

HCID 593743985-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A 25 mL round bottom flask was charged with N-methyl-4-(thiophen-2-yl)-5-(2-(trimethylsilyl)ethynyl)pyrimidin-2-amine (0.518 g, 1.80 mmol), methanol (20 mL), and potassium carbonate (0.747 g, 5.41 mmol), and the reaction mixture stirred at room temperature for 24 hours. The reaction mixture was concentrated and the residue was purified via column chromatography on silica gel (gradient elution with 0-100% ethyl acetate-hexane) to 5-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine. MS m/z=216 [M+H]+. Calc'd for C11H9N3S: 215.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified via column chromatography on silica gel (gradient elution with 0-100% ethyl acetate-hexane) to 5-ethynyl-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

出典と根拠

ORDレコード
ord-170ef827e81d4d2db0264c1f493c50aa
出典データセット
uspto-grants-2013_10
特許番号
US08557996B2

反応ノート

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