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

HRID 244585노트

반응식

HRID 244585 반응식
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

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 693532,5-Dibromopyridine

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-8e125ed6279a42749f8cc3a1c5d74c76
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658661B2

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