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

HRID 888008

反応式

HRID 888008 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-cdb7e8ef782046b68c8b4e2280a0456b
出典データセット
uspto-grants-2012_08
特許番号
US08247562B2

関連ノート

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