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 1890811ノート

反応式

HRID 1890811 の反応式
[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

参加物

8

反応物 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

生成物 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

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 6342Acetonitrile溶媒

実験手順

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×).

後処理

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

出典と根拠

ORDレコード
ord-36e57b1be5924defb92d4a4661c87b0e
出典データセット
uspto-grants-2013_08
特許番号
US08507494B2

反応ノート

読み込み中…