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2-Methoxyethylamine → 1-(4-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)-5,6-dihydropyridin-1(2H)-yl)-3-(2-methoxyethylamino)propan-1-one

HRID 1942782
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HRID 1942782 반응식
[F:1][C:2]1[CH:27]=[C:26]([N+:28]([O-:30])=[O:29])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[CH2:19][CH2:18][N:17]([C:20](=[O:23])[CH:21]=[CH2:22])[CH2:16][CH:15]=3)[S:13][C:6]=12.[CH3:31][O:32][CH2:33][CH2:34][NH2:35]>C1COCC1.C(Cl)Cl>[F:1][C:2]1[CH:27]=[C:26]([N+:28]([O-:30])=[O:29])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]2[CH:11]=[C:12]([C:14]3[CH2:19][CH2:18][N:17]([C:20](=[O:23])[CH2:21][CH2:22][NH:35][CH2:34][CH2:33][O:32][CH3:31])[CH2:16][CH:15]=3)[S:13][C:6]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 80182-MethoxyethylamineHCID 579196171-(4-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)-5,6-dihydropyridin-1(2H)-yl)prop-2-en-1-one

생성물 1

HCID 579196221-(4-(7-(2-Fluoro-4-nitrophenoxy)thieno[3,2-b]pyridin-2-yl)-5,6-dihydropyridin-1(2H)-yl)-3-(2-methoxyethylamino)propan-1-one수율 45%

시약·촉매·용매 2

HCID 6344Dichloromethane용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

A solution of the compound 98 (171.0 mg, 0.4 mmol) and 2-methoxyethanamine (0.14 mL, 1.62 mmol) in THF (98.1 mL) was stirred overnight at room temperature. It was then diluted with DCM, washed with aqueous sodium bicarbonate and water. The organic phase was extracted with 1N HCl, the aqueous acidic phase was basified by addition of 1N NaOH (pH˜11) and extracted with DCM. The DCM extract was dried over anhydrous sodium sulphate and concentrated under reduced pressure affording title compound 99 (89.0 mg, 45% yield) as cream foam. MS (m/z): 501.2 (M+1).

후처리

  1. washwashed with aqueous sodium bicarbonate and water
  2. extractionThe organic phase was extracted with 1N HCl
  3. additionthe aqueous acidic phase was basified by addition of 1N NaOH (pH˜11)
  4. extractionextracted with DCM
  5. extractionThe DCM extract
  6. dry with materialwas dried over anhydrous sodium sulphate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-904a7ee4b9fa4a578a8fbdb686be49de
출처 데이터셋
uspto-grants-2013_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08389541B2

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