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HCID 59201472, 화합물 → HCID 59201622, 화합물

HRID 451689
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HRID 451689 반응식
[N:1]([CH2:4][CH2:5][O:6][CH:7]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:22]=1[F:28])[C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9]1)=[N+]=[N-]>C(OCC)(=O)C.[Pd]>[NH2:1][CH2:4][CH2:5][O:6][C@@H:7]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:22]=1[F:28])[C@@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:9]1
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참가 물질

4

반응물 1

HCID 59201472HCID 59201472, 화합물

생성물 1

HCID 59201622HCID 59201622, 화합물수율 94.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of (3R)-tert-butyl 3-((2-azidoethoxy)(2,3-difluorophenyl)methyl)piperidine-1-carboxylate (3.4 g, 8.58 mmol) in ethyl acetate (50 mL) was added wet Pd/C (0.1 g). Under a hydrogen filled balloon the reaction was allowed to stir overnight. The reaction mixture was filtered through a pad of Celite and the solvent was removed. The residue was isolated by the preparative HPLC to give (R)-tert-butyl 3-((R)-(2-aminoethoxy)(2,3-difluorophenyl)methyl)piperidine-1-carboxylate (3 g, 94%). 1H NMR (CDCl3, 400 MHz) δ 7.22 (m, 3H), 4.48 (d, 1H), 4.01 (d, 1H), 3.65 (m, 1H), 3.42 (m, 2H), 3.08 (m, 4H), 1.88 (m, 1H), 1.55 (m, 1H), 1.43 (s, 9H).

후처리

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. customthe solvent was removed
  3. customThe residue was isolated by the preparative HPLC

출처 및 근거

ORD 기록
ord-235e65a4c96e4113b8ca6df42c2be718
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08487108B2

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