Hydrochloric Acid → 1-(3-Phenyl-2-chloropyrid-6-ylmethyl)-5-(4-cyanobenzyl)imidazole hydrochloride salt

HRID 363198ノート

反応式

HRID 363198 の反応式
C([N:20]1[CH:24]=[C:23]([CH2:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]#[N:33])=[CH:28][CH:27]=2)[N:22]=[CH:21]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[C:34]1([C:40]2[C:41]([Cl:48])=[N:42][C:43]([CH2:46]Br)=[CH:44][CH:45]=2)[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.Cl>C(#N)C.CO>[ClH:48].[C:34]1([C:40]2[C:41]([Cl:48])=[N:42][C:43]([CH2:46][N:22]3[C:23]([CH2:25][C:26]4[CH:27]=[CH:28][C:29]([C:32]#[N:33])=[CH:30][CH:31]=4)=[CH:24][N:20]=[CH:21]3)=[CH:44][CH:45]=2)[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1

参加物

6

反応物 3

HCID 313Hydrochloric Acid2 回HCID 158375331-Trityl-4-(4-cyanobenzyl)imidazoleHCID 543404513-Phenyl-2-chloro-6-bromomethylpyridine

生成物 1

HCID 867537371-(3-Phenyl-2-chloropyrid-6-ylmethyl)-5-(4-cyanobenzyl)imidazole hydrochloride salt

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6342Acetonitrile溶媒2 回

反応条件

温度
65 °C

実験手順

To 1-trityl-4-(4-Cyanobenzyl)-imidazole (88.4 mg, 0.208 mmol) in acetonitrile (1 mL) was added 3-phenyl-2-chloro-6-bromomethylpyridine (53.5 mg, 0.189 mmol) and the mixture heated at 65° C. for 16 hours. The residue was dissolved in methanol (3 ml) and heated at reflux for 2 hours, cooled and evaporated to dryness. The residue was partitioned between sat. aq. Na2CO3 solution and CH2Cl2. The organic layer was dried, (MgSO4) and the solvent evaporated in vacuo. The residue was chromatographed (Silica gel, 2.5-3% MeOH in CH2Cl2) to afford the free base which was converted to the HCl salt by treatment with one equivalent of HCl in aqueous acetonitrile. Evaporation of solvent in vacuo afforded the title compound as a white powder.

後処理

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. temperaturecooled
  4. customevaporated to dryness
  5. customThe residue was partitioned between sat. aq. Na2CO3 solution and CH2Cl2
  6. customThe organic layer was dried
  7. custom(MgSO4) and the solvent evaporated in vacuo
  8. customThe residue was chromatographed (Silica gel, 2.5-3% MeOH in CH2Cl2)
  9. customto afford the free base which
  10. customEvaporation of solvent in vacuo

出典と根拠

ORDレコード
ord-fac46232c01e4bd9a1edbc7d191fcc30
出典データセット
uspto-grants-1999_02
特許番号
US05872136

反応ノート

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