Triethylamine → 2,4'-Bipyridin-3-yl(4-(3,4-difluorobenzyl)-4-hydroxypiperidin-1-yl)methanone

HRID 60605노트

반응식

HRID 60605 반응식
Cl.Cl.[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([OH:11])=O)[C:4]=1[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1.Cl.[F:19][C:20]1[CH:21]=[C:22]([CH:31]=[CH:32][C:33]=1[F:34])[CH2:23][C:24]1([OH:30])[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N(CC)CC)C>CN(C=O)C.O>[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([N:27]2[CH2:28][CH2:29][C:24]([CH2:23][C:22]3[CH:31]=[CH:32][C:33]([F:34])=[C:20]([F:19])[CH:21]=3)([OH:30])[CH2:25][CH2:26]2)=[O:11])[C:4]=1[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 84819756[2,4'-Bipyridine]-3-carboxylic acid dihydrochlorideHCID 866808634-(3,4-Difluorobenzyl)-4-hydroxypiperidine hydrochloride

생성물 1

HCID 866808642,4'-Bipyridin-3-yl(4-(3,4-difluorobenzyl)-4-hydroxypiperidin-1-yl)methanone수율 71.2%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

A suspension of 2,4′-bipyridine-3-carboxylic acid dihydrochloride (0.30 g), 4-(3,4-difluorobenzyl)-4-hydroxypiperidine hydrochloride (0.38 g), HATU (0.63 g) and triethylamine (0.77 mL) in DMF (4.0 mL) was stirred at room temperature for 18 hr. The reaction mixture was diluted with water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (0.32 g).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-92b0b30bbeee4161bfaa5fe26ba42881
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09440990B2

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