2-Amino-4-chloropyridine → (1S)-N-Boc-1-(7-chloro-imidazo[1,2-a]pyridin-2-yl)-3-methyl-butylamine

HRID 2094343ノート

反応式

HRID 2094343 の反応式
Cl[CH2:2][C:3]([CH:5]([NH:10][C:11](=[O:17])[O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH2:6][CH:7]([CH3:9])[CH3:8])=O.[NH2:18][C:19]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][N:20]=1>CO>[C:11]([NH:10][C@H:5]([C:3]1[N:18]=[C:19]2[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][N:20]2[CH:2]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:17]

参加物

4

反応物 2

HCID 5818662-Amino-4-chloropyridineHCID 13727771Boc-Leu-CMK

生成物 1

HCID 86652239(1S)-N-Boc-1-(7-chloro-imidazo[1,2-a]pyridin-2-yl)-3-methyl-butylamine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1.68 g (6.37 mmol) tert.-butyl [1-(2-chloro-acetyl)-3-methyl-butyl]-carbamate in 15 ml of methanol are combined with 819 mg (6.37 mmol) 2-amino-4-chloro-pyridine at ambient temperature with stirring and the mixture is refluxed for 3 days. After evaporation i. vac. the residue is combined with 5% sodium hydrogen carbonate solution and stirred for 20 h at ambient temperature. Then it is extracted with dichloromethane, the combined organic phases are dried over sodium sulphate and evaporated down completely i. vac. The residue is purified by chromatography on silica gel (eluting gradient: dichloromethane/ethanol=100:0->94:6).

後処理

  1. temperaturethe mixture is refluxed for 3 days
  2. customAfter evaporation i
  3. stirringstirred for 20 h at ambient temperature
  4. extractionThen it is extracted with dichloromethane
  5. dry with materialthe combined organic phases are dried over sodium sulphate
  6. customevaporated down completely
  7. customThe residue is purified by chromatography on silica gel (eluting gradient: dichloromethane/ethanol=100:0->94:6)

出典と根拠

ORDレコード
ord-b1cd5429812c4fa5accc3cc5230a7aef
出典データセット
uspto-grants-2013_05
特許番号
US08445525B2

反応ノート

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