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Diisopropylethylamine → {4-[(2,5-Dichloro-pyrimidin-4-ylamino)-methyl]-cyclohexyl}-carbamic acid tert-butyl ester

HRID 1819422
ノート
印刷プレビュー

反応式

HRID 1819422 の反応式
[Cl:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[NH2:10][CH2:11][C@H:12]1[CH2:17][CH2:16][C@H:15]([NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:14][CH2:13]1.CCN(C(C)C)C(C)C>CCO>[C:21]([O:20][C:19](=[O:25])[NH:18][CH:15]1[CH2:14][CH2:13][CH:12]([CH2:11][NH:10][C:3]2[C:2]([Cl:1])=[CH:7][N:6]=[C:5]([Cl:8])[N:4]=2)[CH2:17][CH2:16]1)([CH3:24])([CH3:22])[CH3:23]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 2372592,4,5-TrichloropyrimidineHCID 178453944HCID 178453944、化合物

生成物 1

HCID 57885682{4-[(2,5-Dichloro-pyrimidin-4-ylamino)-methyl]-cyclohexyl}-carbamic acid tert-butyl ester収率 99%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
40 °C

実験手順

To a solution of the above 5-chloro-2,4-dichloropyrimidine (73 mg, 0.4 mmol) in EtOH (2 mL) were added tert-butyl trans-4-aminomethylcyclohexylcarbamate (100 mg, 0.44 mmol) and DIPEA (77 μL, 0.44 mmol). The reaction mixture was heated at 40° C. for 1 h. The reaction mixture was concentrated in vacuo and the resulting residue was diluted with EtOAc. The solution was washed with brine. The aqueous layer was re-extracted with EtOAc (×2). The combined organic phase was dried over anhydrous Na2SO4 and concentrated in vacuo to yield 148 mg (99%) of {4-[(2,5-dichloro-pyrimidin-4-ylamino)-methyl]-cyclohexyl}-carbamic acid tert-butyl ester.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionthe resulting residue was diluted with EtOAc
  3. washThe solution was washed with brine
  4. extractionThe aqueous layer was re-extracted with EtOAc (×2)
  5. dry with materialThe combined organic phase was dried over anhydrous Na2SO4
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e511ebfdf1c741c681385cae4acb4522
出典データセット
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07601714B2

反応ノート

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