Hydrochloric Acid → 6'-(3-Fluoropropoxy)-4-methoxyspiro[cyclohexane-1,2'-inden]-1'(3'H)-imine

HRID 1770942노트

반응식

HRID 1770942 반응식
Cl.[F:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:13](=[CH:14][CH:15]=1)[CH2:12][C:11]1([CH2:20][CH2:19][CH:18]([O:21][CH3:22])[CH2:17][CH2:16]1)[C:10]2=[N:23]S(C(C)(C)C)=O>O1CCOCC1.C([O-])(O)=O.[Na+]>[F:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:8]=[C:9]2[C:13]([CH2:12][C:11]3([CH2:16][CH2:17][CH:18]([O:21][CH3:22])[CH2:19][CH2:20]3)[C:10]2=[NH:23])=[CH:14][CH:15]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 67979469N-(5'-(3-Fluoropropoxy)-4-methoxyspiro[cyclohexane-1,2'-indene]-3'(1'H)-yhdene)-2-methylpropane-2-sulfinamide

생성물 1

HCID 679795506'-(3-Fluoropropoxy)-4-methoxyspiro[cyclohexane-1,2'-inden]-1'(3'H)-imine수율 111.3%

시약·촉매·용매 2

HCID 312751,4-Dioxane용매HCID 516892Sodium Bicarbonate용매

실험 절차

HCl (4 M in 1,4-dioxane, 1.489 mL, 5.96 mmol) was added to a solution of N-(5′-(3-fluoro-propoxy)-4-methoxyspiro[cyclohexane-1,2′-indene]-3′(1′H)-ylidene)-2-methylpropane-2-sulfinamide (Example 20v, Step 1, 244 mg, 0.60 mmol) in anhydrous 1,4-dioxane (25 mL). A white precipitate was formed immediately and the resulting cloudy mixture was stirred under a nitrogen atmosphere overnight. The mixture was diluted with NaHCO3 (aq) and extracted with DCM, dried over MgSO4 and concentrated in vacuo to give 204 mg (quantitative yield) of the title compound that was used without any purification in the next step: MS (ES+) m/z 306 [M+H]+.

후처리

  1. customA white precipitate was formed immediately
  2. extractionextracted with DCM
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c0620ca0c875467eaafe7ff83c0a0799
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09248129B2

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