Lithium borohydride → HCID 178418978, 화합물

HRID 7617

반응식

HRID 7617 반응식
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

참가 물질

4

반응물 2

HCID 4148881Lithium borohydrideHCID 178418985HCID 178418985, 화합물

생성물 1

HCID 178418978HCID 178418978, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7ca708bf4bfc4bdf89b496425cc3395e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07087603B2

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