Hydrochloric Acid → 4-amino-N-(4-chlorophenyl)-N-methylbicyclo[2.2.2]octane-1-carboxamide

HRID 228038노트

반응식

HRID 228038 반응식
C(OC([NH:8][C:9]12[CH2:16][CH2:15][C:12]([C:17]([N:19]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[CH3:20])=[O:18])([CH2:13][CH2:14]1)[CH2:11][CH2:10]2)=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][C:9]12[CH2:16][CH2:15][C:12]([C:17]([N:19]([C:21]3[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][CH:22]=3)[CH3:20])=[O:18])([CH2:13][CH2:14]1)[CH2:11][CH2:10]2

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 231505174-tert-butoxycarbonylamino-N-(4-chlorophenyl)-N-methylbicyclo[2.2.2]octane-1-carboxamide

생성물 1

HCID 231507454-amino-N-(4-chlorophenyl)-N-methylbicyclo[2.2.2]octane-1-carboxamide

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

4-tert-Butoxycarbonylamino-N-(4-chlorophenyl)-N-methylbicyclo[2.2.2]octane-1-carboxamide (80.0 mg) was mixed with a 4 mol/L dioxane solution of hydrogen chloride (1.2 mL) and the mixture was stirred at room temperature for 40 minutes. The crystallized product was collected by filtration and was suspended in water (0.8 mL). While the suspension was chilled in an ice bath, a 1 mol/L aqueous solution of sodium hydroxide (0.3 mL) was added and the mixture was extracted with dichloromethane (4×3 mL). The dichloromethane extracts were combined, washed with saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. This gave 4-amino-N-(4-chlorophenyl)-N-methylbicyclo[2.2.2]octane-1-carboxamide (39.8 mg) as a white solid.

후처리

  1. filtrationThe crystallized product was collected by filtration
  2. temperatureWhile the suspension was chilled in an ice bath
  3. additiona 1 mol/L aqueous solution of sodium hydroxide (0.3 mL) was added
  4. extractionthe mixture was extracted with dichloromethane (4×3 mL)
  5. washwashed with saturated brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-6d266e79336e437e84ad20eda97aaad6
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560569B2

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