Dichloromethane → 3,8-Diaza-bicyclo[3.2.1]octane-3-carboxylic acid amide hydrochloride

HRID 384525

反応式

HRID 384525 の反応式
C(OC([N:8]1[CH:13]2[CH2:14][CH2:15][CH:9]1[CH2:10][NH:11][CH2:12]2)=O)(C)(C)C.C[Si]([N:20]=[C:21]=[O:22])(C)C.C(Cl)[Cl:24]>>[ClH:24].[CH:9]12[NH:8][CH:13]([CH2:14][CH2:15]1)[CH2:12][N:11]([C:21]([NH2:20])=[O:22])[CH2:10]2

参加物

4

反応物 3

HCID 6344DichloromethaneHCID 70696Trimethylsilyl isocyanateHCID 157409088-Boc-3,8-diaza-bicyclo(3.2.1)octane

生成物 1

HCID 672060243,8-Diaza-bicyclo[3.2.1]octane-3-carboxylic acid amide hydrochloride収率 99%

実験手順

A solution of 3,8-diaza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (2.5 g, 11.7 mmol) in CH2Cl2 (50 mL) was treated with trimethylsilyl isocyanate (14 mL, 117 mmol). The resultant mixture was stirred at rt for 4 h., concentrated and redissolved in CH2Cl2 (50 mL). To this solution was added HCl (4.0 N in 1,4-dioxane, 12 mL), and the resultant mixture was stirred at rt for 3 h. Concentration afforded the title compound as a white powder (2.4 g, 99%). MS (ESI): mass calcd. for C7H13N3O, 155.1; m/z found, 156.2 [M+H]+.

後処理

  1. concentrationconcentrated
  2. dissolutionredissolved in CH2Cl2 (50 mL)
  3. additionTo this solution was added HCl (4.0 N in 1,4-dioxane, 12 mL)
  4. concentrationConcentration

出典と根拠

ORDレコード
ord-50ff139614284bd6b080f060091df286
出典データセット
uspto-grants-2013_02
特許番号
US08367719B2

関連ノート

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