Water → HCID 21111446, 화합물

HRID 1766766노트

반응식

HRID 1766766 반응식
C[O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[N:12][C:13]([NH2:27])=[C:14]([O:16][CH2:17][C:18]3[C:23]([F:24])=[CH:22][CH:21]=[C:20]([F:25])[C:19]=3[Cl:26])[CH:15]=2)=[CH:6][CH:5]=1.O.[Li+].[OH-]>C(O)(C)C.CCOC(C)=O.[Cl-].[Na+].O>[NH2:27][C:13]1[N:12]=[CH:11][C:10]([C:7]2[CH:6]=[CH:5][C:4]([C:3]([OH:28])=[O:2])=[CH:9][CH:8]=2)=[CH:15][C:14]=1[O:16][CH2:17][C:18]1[C:23]([F:24])=[CH:22][CH:21]=[C:20]([F:25])[C:19]=1[Cl:26]

참가 물질

7

반응물 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 66701762HCID 66701762, 화합물

생성물 1

HCID 21111446HCID 21111446, 화합물수율 100%

시약·촉매·용매 3

HCID 3776Isopropanol용매HCID 8857Ethyl Acetate용매HCID 57417360Sodium chloride; water용매

실험 절차

To a stirred solution of 4-[6-amino-5-(2-chloro-3,6-difluoro-benzyloxy)-pyridin-3-yl]-benzoic acid methyl ester (2.5 g, 6 mmol) in warm isopropanol (300 mL) was added H2O (100 mL) containing LiOH (0.74 g, 31 mol). The reaction immediately turned orange and was left to stir at room temperature for 18 hr. The reaction was diluted with EtOAc (200 mL) and brine (50 mL). The organic was separated off and the aqueous was extracted with EtOAc (2×50 mL). The organic layers were combined and washed with brine (2×25 mL), dried with Na2SO4 and concentrated to dryness under vacuum to yield 4-[6-amino-5-(2-chloro-3,6-difluoro-benzyloxy)-pyridin-3-yl]-benzoic acid (2.4 g, 6 mmol, 99%) as an off-white solid.

후처리

  1. customThe reaction immediately turned orange
  2. waitwas left
  3. customThe organic was separated off
  4. extractionthe aqueous was extracted with EtOAc (2×50 mL)
  5. washwashed with brine (2×25 mL)
  6. dry with materialdried with Na2SO4
  7. concentrationconcentrated to dryness under vacuum

출처 및 근거

ORD 기록
ord-ab6cbbb7e0f749a6a9ca313459dc8970
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07230098B2

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