Hydrochloric Acid → HCID 178488936, 화합물

HRID 880770노트

반응식

HRID 880770 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 178488936HCID 178488936, 화합물수율 55%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-de4eb0f6ab6443e8b5b9fba66fc77594
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08993595B2

반응 노트

불러오는 중…