Acetic Acid → 4-Amino-3-[(1-benzylpiperidin-4-yl)amino)pyridine

HRID 493583

反応式

HRID 493583 の反応式
[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[NH2:8].[CH2:9]([N:16]1[CH2:21][CH2:20][C:19](=O)[CH2:18][CH2:17]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(O)(=O)C>ClC(Cl)C>[NH2:8][C:7]1[CH:6]=[CH:5][N:4]=[CH:3][C:2]=1[NH:1][CH:19]1[CH2:18][CH2:17][N:16]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:21][CH2:20]1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 59183,4-DiaminopyridineHCID 192201-Benzyl-4-piperidone

生成物 1

HCID 222932454-Amino-3-[(1-benzylpiperidin-4-yl)amino)pyridine収率 98.2%

試薬・触媒・溶媒 1

HCID 63651,1-Dichloroethane溶媒

実験手順

A mixture of 3,4-diaminopyridine (1.1 g, 10.1 mmol), 1-benzyl-4-piperidone (3.2 g, 16.9 mmol) sodium triacetoxyborohydride (4.0 g, 18.9 mmol), and acetic acid (10.7 mL) in dichloroethane (10 mL) was stirred for about 6 days at room temperature. The reaction was concentrated to near dryness, and partitioned between chloroform (5×50 mL) and 1N sodium hydroxide (50 mL). The organic phase was dried over magnesium sulfate and concentrated to give the title compound (2.8 g). MS 283 (M+1).

後処理

  1. concentrationThe reaction was concentrated
  2. custompartitioned between chloroform (5×50 mL) and 1N sodium hydroxide (50 mL)
  3. dry with materialThe organic phase was dried over magnesium sulfate
  4. concentrationconcentrated

出典と根拠

ORDレコード
ord-3cbb4d5e31834e968563ad65ff2e0ed9
出典データセット
uspto-grants-2009_05
特許番号
US07534784B2

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