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Ammonium formate → (1-Ethyl-3-methyl-1H-indazol-5-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine

HRID 1094396
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HRID 1094396 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[N:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1.[CH2:14]([N:16]1[C:24]2[C:19](=[CH:20][C:21]([N+]([O-])=O)=[CH:22][CH:23]=2)[C:18]([CH3:28])=[N:17]1)[CH3:15].C([O-])=O.[NH4+]>CO.[Pd]>[CH2:14]([N:16]1[C:24]2[C:19](=[CH:20][C:21]([NH:11][CH2:10][CH2:9][C:6]3[CH:7]=[N:8][C:3]([C:2]([F:12])([F:1])[F:13])=[CH:4][CH:5]=3)=[CH:22][CH:23]=2)[C:18]([CH3:28])=[N:17]1)[CH3:15]
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참가 물질

6

반응물 3

HCID 2723923Ammonium formateHCID 508511273-Pyridineacetonitrile, 6-(trifluoromethyl)-HCID 580075741-Ethyl-3-methyl-5-nitro-1H-indazole

생성물 1

HCID 58007588(1-Ethyl-3-methyl-1H-indazol-5-yl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine수율 61%

시약·촉매·용매 2

HCID 23938Palladium촉매
HCID 887
Methanol
용매

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온도
80 °C

실험 절차

A solution of (6-trifluoromethyl-pyridin-3-yl)-acetonitrile (849 mg, 4.14 mmol, prepared as per example 47, step 1) and 1-ethyl-3-methyl-5-nitro-1H-indazole (700 mg, 3.76 mmol) in MeOH (10 mL) was treated with ammonium formate (5 eq.) and 10% Pd/C (140 mg) and stirred at 80° C. for 2 h. Filtration, concentration and purification by chromatography (SiO2, heptane:ethyl acetate=95:5 to 60:40) afforded the title compound (794 mg, 61%) as a light yellow oil. MS m/e: 349.1 [M+H]+.

후처리

  1. filtrationFiltration, concentration and purification by chromatography (SiO2, heptane:ethyl acetate=95:5 to 60:40)

출처 및 근거

ORD 기록
ord-43bfc9b5d33a4a568f633cdf9e6ccf9d
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08133909B2

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