Tetrahydrofuran → 5-bromo-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

HRID 502785

反応式

HRID 502785 の反応式
[Br:1][C:2]1[C:3]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[N:4][C:5](Cl)=[N:6][CH:7]=1.C1COCC1.[CH2:19]([N:21](CC)CC)C.Cl.CN>O>[Br:1][C:2]1[C:3]([C:9]2[S:10][CH:11]=[CH:12][CH:13]=2)=[N:4][C:5]([NH:21][CH3:19])=[N:6][CH:7]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 6364545Methylamine hydrochlorideHCID 574288715-Bromo-2-chloro-4-(thiophen-2-yl)pyrimidine

生成物 1

HCID 684594085-bromo-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
85 °C

実験手順

A 16 by 100 mm vial was charged with 5-bromo-2-chloro-4-(thiophen-2-yl)pyrimidine (1.00 g, 3.6 mmol), THF (4 mL), triethylamine (1.5 ml, 11 mmol), and methylamine hydrochloride (0.49 g, 7.3 mmol), and water (0.4 mL). The vial was capped and heated to 85° C. with stirring for 20 hours. The reaction was cooled to room temperature and concentrated. The residue was purified via column chromatography on silica gel (gradient elution with 0 to 4% methanol in dichloromethane) to afford 5-bromo-N-methyl-4-(thiophen-2-yl)pyrimidin-2-amine. MS m/z=271 [M+H]+. Calc'd for C9H8BrN3S: 270.

後処理

  1. customThe vial was capped
  2. temperatureThe reaction was cooled to room temperature
  3. concentrationconcentrated
  4. customThe residue was purified via column chromatography on silica gel (gradient elution with 0 to 4% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-a2f2312c23c944e89b950f79692acdec
出典データセット
uspto-grants-2010_08
特許番号
US07776869B2

関連ノート

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