Triethylamine → tert-Butyl 4-[(6-chloropyrimidin-4-yl)amino]piperidine-1-carboxylate

HRID 448581ノート

反応式

HRID 448581 の反応式
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][CH:26]([NH2:29])[CH2:25][CH2:24]1)=[O:22])([CH3:19])([CH3:18])[CH3:17]>C(Cl)Cl>[C:16]([O:20][C:21]([N:23]1[CH2:28][CH2:27][CH:26]([NH:29][C:2]2[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=2)[CH2:25][CH2:24]1)=[O:22])([CH3:19])([CH3:17])[CH3:18]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 709434,6-DichloropyrimidineHCID 12682914-Amino-1-Boc-piperidine

生成物 1

HCID 22309472tert-Butyl 4-[(6-chloropyrimidin-4-yl)amino]piperidine-1-carboxylate収率 40.5%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4,6-dichloro-pyrimidine (8.9 g, 59.7 mmol) and triethylamine (11 mL, 78.9 mmol) in 90 mL of DCM at 0° C., was added 4-amino-piperidine-1-carboxylic acid tert-butyl ester (4.89 g, 24.4 mmol). The mixture was stirred at room temperature for 3 days, concentrated under vacuum and purified by flash chromatography (eluent: 0 to 50% EtOAc in hexane with 0.1% triethylamine) to afford 3.09 g (40%) of 17a.

後処理

  1. concentrationconcentrated under vacuum
  2. custompurified by flash chromatography (eluent: 0 to 50% EtOAc in hexane with 0.1% triethylamine)

出典と根拠

ORDレコード
ord-dc871cf7a8b84007b7647a5758a2eca3
出典データセット
uspto-grants-2013_07
特許番号
US08481731B2

反応ノート

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