2,5-Dimethylpyrrolidine → 4-(5-{[(cis)-2,5-Dimethyl-1-pyrrolidinyl]methyl}-1H-tetrazol-1-yl)benzonitrile

HRID 517771ノート

反応式

HRID 517771 の反応式
[CH3:1][CH:2]1[CH2:6][CH2:5][CH:4]([CH3:7])[NH:3]1.Cl[CH2:9][C:10]1[N:14]([C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)[N:13]=[N:12][N:11]=1>C(#N)C>[CH3:1][C@H:2]1[CH2:6][CH2:5][C@@H:4]([CH3:7])[N:3]1[CH2:9][C:10]1[N:14]([C:15]2[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=2)[N:13]=[N:12][N:11]=1

参加物

4

反応物 2

HCID 960342,5-DimethylpyrrolidineHCID 666554054-[5-(chloromethyl)-1H-tetrazol-1-yl]benzonitrile2 回

生成物 1

HCID 866918934-(5-{[(cis)-2,5-Dimethyl-1-pyrrolidinyl]methyl}-1H-tetrazol-1-yl)benzonitrile収率 48.6%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

A solution of 2,5-dimethylpyrrolidine (0.334 mL, 2.73 mmol) and 4-[5-(chloromethyl)-1H-tetrazol-1-yl]benzonitrile (200 mg, 0.911 mmol, Intermediate 10) in acetonitrile (1.5 mL) was heated to 150° C. for 45 minutes in a microwave reactor. The reaction mixture was purified by high PH MDAP (2 injections). Relevant fractions were combined and the solvent removed. The resulting solid was partitioned between DCM (10 mL) and water (5 mL). The organic layer was collected via a hydrophobic frit and the solvent removed under vacuum to yield the title compound as a white solid (125 mg).

後処理

  1. customThe reaction mixture was purified by high PH MDAP (2 injections)
  2. customthe solvent removed
  3. customThe resulting solid was partitioned between DCM (10 mL) and water (5 mL)
  4. customThe organic layer was collected via a hydrophobic frit
  5. customthe solvent removed under vacuum

出典と根拠

ORDレコード
ord-fd4dc97b9e594b749137ebca9e55aab0
出典データセット
uspto-grants-2015_08
特許番号
US09115132B2

反応ノート

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