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Diisopropylethylamine → 1-[3-(4-Cyanobenzyl)-3H-imidazol-4-ylmethyl]-4-(3-methylbenzyl)isonipecotamide

HRID 443276
ノート
印刷プレビュー

反応式

HRID 443276 の反応式
Cl.[CH3:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][CH:18]=1)[CH2:6][C:7]1([C:13]([NH2:15])=[O:14])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.Cl.[C:20]([C:22]1[CH:35]=[CH:34][C:25]([CH2:26][N:27]2[C:31]([CH2:32]Cl)=[CH:30][N:29]=[CH:28]2)=[CH:24][CH:23]=1)#[N:21].C(N(C(C)C)CC)(C)C>C(#N)C>[C:20]([C:22]1[CH:23]=[CH:24][C:25]([CH2:26][N:27]2[C:31]([CH2:32][N:10]3[CH2:9][CH2:8][C:7]([CH2:6][C:5]4[CH:16]=[CH:17][CH:18]=[C:3]([CH3:2])[CH:4]=4)([C:13]([NH2:15])=[O:14])[CH2:12][CH2:11]3)=[CH:30][N:29]=[CH:28]2)=[CH:34][CH:35]=1)#[N:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 97953574-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochlorideHCID 211933114-(3-Methylbenzyl)isonipecotamide hydrochloride salt

生成物 1

HCID 211933571-[3-(4-Cyanobenzyl)-3H-imidazol-4-ylmethyl]-4-(3-methylbenzyl)isonipecotamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 4-(3-methylbenzyl)isonipecotamide hydrochloride salt (134 mg, 0.5 mmol), 1-(4-cyanobenzyl)-5-chloromethyl-imidazole hydrochloride salt (134 mg, 0.5 mmol; Example 52, Step D), and diisopropylethylamine (440 mL, 2.5 mmol) in anhydrous acetonitrile (5 mL) was heated under reflux overnight. The resultant mixture was concentrated under vacuum. The residue was subjected to column chromatography on silica gel eluting with 2% methanol in chloroform saturated with ammonia gas. After collection and concentration of appropriate fractions, the residue was triturated with anhydrous diethyl ether. The white solid precipitated was filtered to provide the title compound.

後処理

  1. temperatureunder reflux overnight
  2. concentrationThe resultant mixture was concentrated under vacuum
  3. customAfter collection and concentration of appropriate fractions
  4. customthe residue was triturated with anhydrous diethyl ether
  5. customThe white solid precipitated
  6. filtrationwas filtered

出典と根拠

ORDレコード
ord-266c1818960c4284939cac81308155eb
出典データセット
uspto-grants-1999_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05891889

反応ノート

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