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Ammonium formate → 2-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-N-(tetrahydro-pyran-4-yl)-nicotinamide

HRID 1897065
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HRID 1897065 반응식
Br[C:2]1[C:3]([O:18][CH2:19][C:20]2[C:21]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[N:22][O:23][C:24]=2[CH3:25])=[N:4][C:5]([CH3:17])=[C:6]([CH:16]=1)[C:7]([NH:9][CH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)=[O:8].C([O-])=O.[NH4+]>CO.C1COCC1.[Pd]>[CH3:17][C:5]1[N:4]=[C:3]([O:18][CH2:19][C:20]2[C:21]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)=[N:22][O:23][C:24]=2[CH3:25])[CH:2]=[CH:16][C:6]=1[C:7]([NH:9][CH:10]1[CH2:11][CH2:12][O:13][CH2:14][CH2:15]1)=[O:8]
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참가 물질

6

반응물 2

HCID 2723923Ammonium formateHCID 68444456HCID 68444456, 화합물

생성물 1

HCID 684453522-Methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-N-(tetrahydro-pyran-4-yl)-nicotinamide수율 20%

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

To a solution of 5-bromo-2-methyl-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-N-(tetrahydro-pyran-4-yl)-nicotinamide (150 mg, 0.37 mmol) in methanol (3 mL) and THF (3 mL) was added under an argon atmosphere palladium on charcoal (10%, 20 mg) and ammonium formate (70 mg, 1.12 mmol). The reaction mixture was stirred for 6 h at ambient temperature. Filtration over Hyflo® and washing with THF afforded the title compound (29 mg, 20%) which was obtained as a light brown semi-solid. MS: m/e=408.3 [M+H]+.

후처리

  1. filtrationFiltration over Hyflo®
  2. washwashing with THF

출처 및 근거

ORD 기록
ord-aa1383d85bdb45599274b9286b810a44
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08518974B2

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