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Ethanolamine → HCID 58504053, 화합물

HRID 2407811
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HRID 2407811 반응식
[NH2:1][C:2]1[C:7]([Cl:8])=[C:6](Cl)[N:5]=[C:4]([C:10]([NH:12][CH2:13][CH:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[S:25][C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=4)=[N:23][CH:22]=3)[CH2:16][CH2:15]2)=[O:11])[CH:3]=1.[NH2:32][CH2:33][CH2:34][OH:35]>CC(N(C)C)=O>[NH2:1][C:2]1[C:7]([Cl:8])=[C:6]([NH:32][CH2:33][CH2:34][OH:35])[N:5]=[C:4]([C:10]([NH:12][CH2:13][CH:14]2[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[S:25][C:24]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=4)=[N:23][CH:22]=3)[CH2:16][CH2:15]2)=[O:11])[CH:3]=1
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참가 물질

4

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HCID 700EthanolamineHCID 585039374-amino-5,6-dichloro-N-((1-((2-(pyridin-2-yl)thiazol-5-yl)methyl)piperidin-4-yl)methyl)picolinamide

생성물 1

HCID 58504053HCID 58504053, 화합물수율 56.3%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

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온도
160 °C

실험 절차

The compound prepared in Example 407 (0.065 g) and 2-aminoethanol (0.008 g) were suspended in dimethyl acetamide (3 mL) and heated at 160° C. for 30 minutes. The reaction mixture was heated at 200° C. for 1 hour. The reaction mixture was cooled to room temperature and partitioned between saturated aqueous sodium bicarbonate and ethyl acetate. The organics were washed with brine, dried, magnesium sulfate and concentrated under reduced pressure to afford the crude material. The crude material was purified by flash column chromatography (eluant: 1-4% (9:1=methanol:ammonium hydroxide)/ethyl acetate) to furnish the title compound (0.037 g), possessing the following physical data.

후처리

  1. temperatureThe reaction mixture was heated at 200° C. for 1 hour
  2. temperatureThe reaction mixture was cooled to room temperature
  3. custompartitioned between saturated aqueous sodium bicarbonate and ethyl acetate
  4. washThe organics were washed with brine
  5. customdried
  6. concentrationmagnesium sulfate and concentrated under reduced pressure
  7. customto afford the crude material
  8. customThe crude material was purified by flash column chromatography (eluant: 1-4% (9:1=methanol:ammonium hydroxide)/ethyl acetate)

출처 및 근거

ORD 기록
ord-d63403cb37624e05853f07bbfe8c589e
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809538B2

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