Hydrochloric Acid → N-(2-Aminophenyl)-4-piperidin-4-ylbenzamide

HRID 888008

반응식

HRID 888008 반응식
Cl.C(OC([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][C:17](=[O:37])[C:18]1[CH:23]=[CH:22][C:21]([CH:24]2[CH2:29][CH2:28][N:27](C(OC(C)(C)C)=O)[CH2:26][CH2:25]2)=[CH:20][CH:19]=1)=O)(C)(C)C>O1CCOCC1>[NH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH:16][C:17](=[O:37])[C:18]1[CH:23]=[CH:22][C:21]([CH:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:20][CH:19]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 68407604N-(2-t-butoxycarbonylaminophenyl)-4-(1-t-butoxycarbonylpiperidin-4-yl)benzamide

생성물 1

HCID 16225584N-(2-Aminophenyl)-4-piperidin-4-ylbenzamide수율 82%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매2회

실험 절차

A 4M solution of hydrogen chloride in dioxane (5 ml, 20 mmol) was added to a stirred solution of N-(2-t-butoxycarbonylaminophenyl)-4-(1-t-butoxycarbonylpiperidin-4-yl)benzamide (Method 15, 693 mg, 1.40 mmol) in 1,4-dioxane (5 ml) and the mixture stirred at ambient temperature for 18 hours. The resultant precipitate was filtered and washed with diethyl ether. The resultant solid was dissolved in water and basified to pH 12 with 2M solution of aqueous sodium hydroxide. The resultant precipitate was filtered, washed with water and dried in vacuo to give the title compound (338 mg, 82%); NMR Spectrum: (DMSO-d6) 1.52 (m, 2H), 1.69 (m, 2H), 2.60 (m, 3H), 3.02 (m, 2H), 4.84 (br, 2H), 6.58 (m, 1H), 6.76 (d, 1H), 6.95 (m, 1H), 7.16 (d, 1H), 7.34 (d, 2H), 7.89 (d, 2H), 9.53 (br, 1H); Mass Spectrum: M+H+ 296.

후처리

  1. filtrationThe resultant precipitate was filtered
  2. washwashed with diethyl ether
  3. dissolutionThe resultant solid was dissolved in water and basified to pH 12 with 2M solution of aqueous sodium hydroxide
  4. filtrationThe resultant precipitate was filtered
  5. washwashed with water
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-cdb7e8ef782046b68c8b4e2280a0456b
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247562B2

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