Lithium Hydroxide → 2-Amino-4,6-diisopropoxy-nicotinic acid

HRID 591783노트

반응식

HRID 591783 반응식
C[O:2][C:3](=[O:19])[C:4]1[C:9]([O:10][CH:11]([CH3:13])[CH3:12])=[CH:8][C:7]([O:14][CH:15]([CH3:17])[CH3:16])=[N:6][C:5]=1[NH2:18].[OH-].[Li+]>CO.O>[NH2:18][C:5]1[N:6]=[C:7]([O:14][CH:15]([CH3:16])[CH3:17])[CH:8]=[C:9]([O:10][CH:11]([CH3:13])[CH3:12])[C:4]=1[C:3]([OH:19])=[O:2]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 666709872-Amino-4,6-diisopropoxy-nicotinic acid methyl ester

생성물 1

HCID 666710672-Amino-4,6-diisopropoxy-nicotinic acid

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

To the solution of 2-amino-4,6-diisopropoxy-nicotinic acid methyl ester (1.6 g, 5.97 mmol) in methanol (9.0 mL) and water (1.0 mL), was added lithium hydroxide (750 mg, 17.91 mmol). The reaction mixture was heated to 50° C. for 8 hours. The solvent was removed; the residue was diluted with water and neutralized with 2 N HCl. The product was extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with water, then brine, dried over Na2SO4, and evaporated, to give crude 2-amino-4,6-diisopropoxy-nicotinic acid as a light yellow solid. Yield: 1.48 g (98%, crude).

후처리

  1. customThe solvent was removed
  2. additionthe residue was diluted with water and neutralized with 2 N HCl
  3. extractionThe product was extracted with ethyl acetate (3×100 mL)
  4. washThe combined organic layer was washed with water
  5. dry with materialbrine, dried over Na2SO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-ada7c9549a194c1ba89326a121c6f78b
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238640B2

반응 노트

불러오는 중…