Acetic Acid → 1-{[2-(2-Fluorophenyl)-3-oxo-2,3-dihydropyrazolo[4,3-c]quinolizin-5-yl]methyl}-4-(4-methylpyridin-2-yl)piperidine-4-carbonitrile

HRID 1890811노트

반응식

HRID 1890811 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:22](=[O:23])[C:11]2=[CH:12][C:13]([CH:20]=O)=[C:14]3[N:19]([C:10]2=[N:9]1)[CH:18]=[CH:17][CH:16]=[CH:15]3.[CH3:24][C:25]1[CH:30]=[CH:29][N:28]=[C:27]([C:31]2([C:37]#[N:38])[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH:26]=1.C(O)(=O)C.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>ClCCCl.C(#N)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:22](=[O:23])[C:11]2=[CH:12][C:13]([CH2:20][N:34]3[CH2:35][CH2:36][C:31]([C:27]4[CH:26]=[C:25]([CH3:24])[CH:30]=[CH:29][N:28]=4)([C:37]#[N:38])[CH2:32][CH2:33]3)=[C:14]3[N:19]([C:10]2=[N:9]1)[CH:18]=[CH:17][CH:16]=[CH:15]3

참가 물질

8

반응물 5

HCID 176Acetic AcidHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 533632764-(4-Methylpyridin-2-yl)piperidine-4-carbonitrileHCID 867620072-(2-Fluorophenyl)-3-oxo-2,3-dihydropyrazolo[4,3-c]quinolizine-5-carbaldehyde

생성물 1

HCID 534821421-{[2-(2-Fluorophenyl)-3-oxo-2,3-dihydropyrazolo[4,3-c]quinolizin-5-yl]methyl}-4-(4-methylpyridin-2-yl)piperidine-4-carbonitrile

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매HCID 6342Acetonitrile용매

실험 절차

2-(2-Fluorophenyl)-3-oxo-2,3-dihydropyrazolo[4,3-c]quinolizine-5-carbaldehyde (0.025 g, 0.081 mmol) was suspended in a mixture of 1,2-dichloroethane (2 mL) and acetonitrile (4 mL) containing powdered 4 Å molecular sieves and treated with 4-(4-methylpyridin-2-yl)piperidine-4-carbonitrile (0.018 g, 0.094 mmol. 1.2 equiv), acetic acid (0.028 mL, 0.49 mmol, 6.0 equiv), and sodium triacetoxyborohydride (0.034 g, 0.16 mmol, 2.0 equiv). After stirring at ambient temperature for 60 hours, the mixture was poured into saturated aqueous sodium bicarbonate and extracted with dichloromethane (2×).

후처리

  1. additioncontaining
  2. extractionextracted with dichloromethane (2×)

출처 및 근거

ORD 기록
ord-36e57b1be5924defb92d4a4661c87b0e
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08507494B2

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