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

반응식

HRID 1913495 반응식
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

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 8053Isoamyl NitriteHCID 66671801HCID 66671801, 화합물

생성물 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

시약·촉매·용매 2

HCID 24014Cupric Chloride촉매HCID 6342Acetonitrile용매

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온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-97c28d61df4f40a1854d3d8eed1ad816
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609686B2

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