Lithium Hydroxide → 5-((5-Chloro-4-(methylamino)pyrimidin-2-yl)amino)-1-methyl-1H-pyrazole-3-carboxylic acid

HRID 2409101노트

반응식

HRID 2409101 반응식
[Cl:1][C:2]1[C:3]([NH:19][CH3:20])=[N:4][C:5]([NH:8][C:9]2[N:13]([CH3:14])[N:12]=[C:11]([C:15]([O:17]C)=[O:16])[CH:10]=2)=[N:6][CH:7]=1.[Li+].[OH-].O1CCCC1>O>[Cl:1][C:2]1[C:3]([NH:19][CH3:20])=[N:4][C:5]([NH:8][C:9]2[N:13]([CH3:14])[N:12]=[C:11]([C:15]([OH:17])=[O:16])[CH:10]=2)=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 69081130methyl 5-(5-chloro-4-(methylamino)pyrimidin-2-ylamino)-1-methyl-1H-pyrazole-3-carboxylate

생성물 1

HCID 690837945-((5-Chloro-4-(methylamino)pyrimidin-2-yl)amino)-1-methyl-1H-pyrazole-3-carboxylic acid수율 63.2%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a 100 mL round bottom flask equipped with a stir bar was added 0.964 g of methyl 5-(5-chloro-4-(methylamino)pyrimidin-2-ylamino)-1-methyl-1H-pyrazole-3-carboxylate, 0.28 g of LiOH, 15 mL of tetrahydrofuran and 10 mL of water. The reaction was stirred at room temperature for 18 hours. The tetrahydrofuran was removed in vacuo and the aqueous layer was acidified to pH 5 with 1N HCl. The aqueous layer was partitioned with ethyl acetate and the organic layer washed with brine, dried over MgSO4, filtered and concentrated to give 0.58 g of 5-(5-chloro-4-(methylamino)pyrimidin-2-ylamino)-1-methyl-1H-pyrazole-3-carboxylic acid which was used without further purification.

후처리

  1. customTo a 100 mL round bottom flask equipped with a stir bar
  2. customThe tetrahydrofuran was removed in vacuo
  3. customThe aqueous layer was partitioned with ethyl acetate
  4. washthe organic layer washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-90e89002ac334f2b9e04456e77a3253e
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08815882B2

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