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Diethyl Ether → 2-(Morpholin-4-yl)pyridin-4-amine

HRID 917405
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인쇄 미리보기

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HRID 917405 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](Cl)[CH:3]=1.CCOCC.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>>[N:14]1([C:4]2[CH:3]=[C:2]([NH2:1])[CH:7]=[CH:6][N:5]=2)[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1
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참가 물질

4

반응물 3

HCID 3283Diethyl EtherHCID 8083MorpholineHCID 844322-Chloropyridin-4-amine

생성물 1

HCID 238188102-(Morpholin-4-yl)pyridin-4-amine

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온도
200 °C

실험 절차

A stirred mixture of 45.8 g (356 mmol) 4-amino-2-chloropyridine in 124 ml morpholine was heated at 200° C. for 30 min in a microwave oven. The resulting yellow solution was then cooled to room temperature whereupon crystals appeared. 400 ml ether was then added and the suspension stirred for 10 minutes before being filtered. The filter cake was washed with ether and dried to afford 92.9 g of crystalline material (87% yield of desired product) which 1H NMR analysis revealed to comprise 60 wt % 2-morpholin-4-yl-pyridin-4-ylamine and 40 wt % morpholine. This material was used in the next step without any further purification. ES-MS m/e (%): 180 (M+H+, 100).

후처리

  1. temperatureThe resulting yellow solution was then cooled to room temperature whereupon crystals
  2. filtrationbefore being filtered
  3. washThe filter cake was washed with ether
  4. customdried

출처 및 근거

ORD 기록
ord-74d96c9d35db4763ab6a89ae1c9631ac
출처 데이터셋
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07273865B2

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