Methylamine → 5-Bromo-N-methylpyridin-2-amine

HRID 244585ノート

反応式

HRID 244585 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[CH3:9][NH2:10]>C(O)C>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:10][CH3:9])=[N:3][CH:4]=1

参加物

4

反応物 2

HCID 6329MethylamineHCID 693532,5-Dibromopyridine

生成物 1

HCID 156456635-Bromo-N-methylpyridin-2-amine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
80 °C

実験手順

A 20 ml microwave reaction vessel is charged with 2,5-Dibromo-pyridine (2.00 g, 8.44 mmol) and treated with methylamine (10.45 ml of a 33% solution in ethanol, 84.43 mmol) and warmed to 80° C. for 3 days. After this time the reaction is concentrated and the remaining solid is treated with 1M HCl (50 ml) and DCM. The layers are separated and the aqueous phase is basified using 1N NaOH (to pH-11). The product was extracted into DCM (2×) and the combined organics were dried (MgSO4), filtered and concentrated to give the desired product I-96bis (1.20 g). 1H-NMR (400 MHz, DMSO-d6): 2.75 ppm (d, 3H), 6.44 ppm (d, 1H), 6.72 ppm (bs, 1H), 7.51 ppm (dd, 1H), 8.05 ppm (s, 1H)

後処理

  1. concentrationAfter this time the reaction is concentrated
  2. additionthe remaining solid is treated with 1M HCl (50 ml) and DCM
  3. customThe layers are separated
  4. extractionThe product was extracted into DCM (2×)
  5. dry with materialthe combined organics were dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-8e125ed6279a42749f8cc3a1c5d74c76
出典データセット
uspto-grants-2014_02
特許番号
US08658661B2

反応ノート

読み込み中…