Lithium borohydride → HCID 178418978、化合物

HRID 7617

反応式

HRID 7617 の反応式
C[O:2][C:3]([C:5]1[N:10]=[C:9]([S:11][C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19](=[O:22])[CH2:20][CH3:21])=[CH:14][CH:13]=2)[N:8]=[C:7]([NH:23][C:24]2[NH:25][N:26]=[C:27]([CH3:29])[CH:28]=2)[CH:6]=1)=O.[BH4-].[Li+]>C1COCC1>[OH:2][CH2:3][C:5]1[N:10]=[C:9]([S:11][C:12]2[CH:13]=[CH:14][C:15]([NH:18][C:19](=[O:22])[CH2:20][CH3:21])=[CH:16][CH:17]=2)[N:8]=[C:7]([NH:23][C:24]2[NH:25][N:26]=[C:27]([CH3:29])[CH:28]=2)[CH:6]=1

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 178418985HCID 178418985、化合物

生成物 1

HCID 178418978HCID 178418978、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To a solution of [6-methoxycarbonyl-2-(4-propionylamino-phenyl-sulfanyl)-pyrimidin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine (2 g, 4.85 mmol) in THF (100 mL) is added lithium borohydride (0.32 g, 14.5 mmol). The reaction mixture is stirred at 50° C. for 1.5 hours. The reaction is then quenched with dilute HCl and extracted with ethyl acetate. The organic layer is successively washed with aqueous saturated NaHCO3 and brine, dried over MgSO4 and evaporated. The solid residue is triturated in ethyl acetate and the resulting white solid is collected by filtration to give the desired product [6-hydroxymethyl-2-(4-propionylamino-phenyl-sulfanyl)-pyrimidin-4-yl]-(5-methyl-2H-pyrazol-3-yl)-amine.

後処理

  1. customThe reaction is then quenched with dilute HCl
  2. extractionextracted with ethyl acetate
  3. washThe organic layer is successively washed with aqueous saturated NaHCO3 and brine
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customThe solid residue is triturated in ethyl acetate
  7. filtrationthe resulting white solid is collected by filtration

出典と根拠

ORDレコード
ord-7ca708bf4bfc4bdf89b496425cc3395e
出典データセット
uspto-grants-2006_08
特許番号
US07087603B2

関連ノート

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