Hydrochloric Acid → 2-Chloro-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridine-3,5-dicarbonitrile

HRID 1913495

反応式

HRID 1913495 の反応式
N(OCCC(C)C)=O.N[C:10]1[C:15]([C:16]#[N:17])=[C:14]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][C@@H:26]([OH:29])[CH2:27][OH:28])=[CH:20][CH:19]=2)[C:13]([C:30]#[N:31])=[C:12]([S:32][CH2:33][C:34]2[N:35]=[C:36]([C:39]3[CH:44]=[CH:43][C:42]([Cl:45])=[CH:41][CH:40]=3)[O:37][CH:38]=2)[N:11]=1.[ClH:46]>C(#N)C.[Cu](Cl)Cl>[Cl:46][C:10]1[C:15]([C:16]#[N:17])=[C:14]([C:18]2[CH:23]=[CH:22][C:21]([O:24][CH2:25][C@@H:26]([OH:29])[CH2:27][OH:28])=[CH:20][CH:19]=2)[C:13]([C:30]#[N:31])=[C:12]([S:32][CH2:33][C:34]2[N:35]=[C:36]([C:39]3[CH:40]=[CH:41][C:42]([Cl:45])=[CH:43][CH:44]=3)[O:37][CH:38]=2)[N:11]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 8053Isoamyl NitriteHCID 66671801HCID 66671801、化合物

生成物 1

HCID 866496402-Chloro-6-({[2-(4-chlorophenyl)-1,3-oxazol-4-yl]methyl}thio)-4-(4-{[(2S)-2,3-dihydroxypropyl]oxy}phenyl)pyridine-3,5-dicarbonitrile

試薬・触媒・溶媒 2

HCID 24014Cupric Chloride触媒HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

171 mg (1.46 mmol) of isopentyl nitrite and 196 mg (1.46 mmol) of copper(II) chloride were initially charged in 18 ml of acetonitrile. 389 mg (0.73 mmol) of the compound from Example 40A were added, and the mixture was then stirred at 60° C. for 3 h. After cooling to RT, 20 ml of 1N hydrochloric acid were added. The aqueous phase was extracted twice with in each case 30 ml of ethyl acetate. The combined organic phases were dried over magnesium sulfate. The solvent was removed, and the product was then used without further purification for the subsequent reaction.

後処理

  1. temperatureAfter cooling to RT
  2. extractionThe aqueous phase was extracted twice with in each case 30 ml of ethyl acetate
  3. dry with materialThe combined organic phases were dried over magnesium sulfate
  4. customThe solvent was removed
  5. customthe product was then used without further purification for the subsequent reaction

出典と根拠

ORDレコード
ord-97c28d61df4f40a1854d3d8eed1ad816
出典データセット
uspto-grants-2013_12
特許番号
US08609686B2

関連ノート

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