Hydrochloric Acid → HCID 178488936、化合物

HRID 530731ノート

反応式

HRID 530731 の反応式
[CH:1]([C:4]1[N:5]=[C:6]([C:9]2[CH:18]=[C:17]([O:19]CC3C=CC(OC)=CC=3)[C:16]3[C:11](=[C:12]([CH3:31])[CH:13]=[C:14]([O:29][CH3:30])[CH:15]=3)[N:10]=2)[S:7][CH:8]=1)([CH3:3])[CH3:2].[Cl-].[Cl-].[Cl-].[Cs+].[Cs+].[Cs+].[I-].[Na+].Cl>C(#N)C.O>[OH:19][C:17]1[C:16]2[C:11](=[C:12]([CH3:31])[CH:13]=[C:14]([O:29][CH3:30])[CH:15]=2)[N:10]=[C:9]([C:6]2[S:7][CH:8]=[C:4]([CH:1]([CH3:3])[CH3:2])[N:5]=2)[CH:18]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 5238Sodium IodideHCID 20975861Cesium trichlorideHCID 666508822-(4-Isopropyl-thiazol-2-yl)-6-methoxy-4-(4-methoxy-benzyloxy)-8-methyl-quinoline

生成物 1

HCID 178488936HCID 178488936、化合物収率 55%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

Compound 222f (1.23 g, 2.82 mmol), cesium trichloride (1.58 g, 4.23 mmol), and sodium iodide (423 mg, 2.82 mmol) in ACN (26 mL) were stirred at 85° C. for 1 hr. The mixture was then filtered through celite and the solvent was evaporated. The brown solid obtained was suspended in water, pH was adjusted at 5 with 1N HCl. The mixture was extracted with DCM, dried over Na2SO4, filtered, concentrated under reduced pressure, and purified by chromatography on silica gel (petroleum ether/DCM) to yield compound 218f as a brown solid in 55% yield. 1H NMR (CDCl3, 400 MHz) δ (ppm) 1.40 (d, J=6.91 Hz, 6H), 2.80 (s, 3H), 3.17-3.24 (m, 1H), 3.89 (s, 3H), 7.00 (s, 1H), 7.21 (m, 1H), 7.55 (s, 1H), 7.79 (s, 1H), 9.56 (brs, 1H).

後処理

  1. filtrationThe mixture was then filtered through celite
  2. customthe solvent was evaporated
  3. customThe brown solid obtained
  4. extractionThe mixture was extracted with DCM
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. custompurified by chromatography on silica gel (petroleum ether/DCM)

出典と根拠

ORDレコード
ord-bc353e2f2e804e0b855143f24f75865e
出典データセット
uspto-grants-2016_05
特許番号
US09353100B2

反応ノート

読み込み中…