Water → HCID 21111446、化合物

HRID 425945ノート

反応式

HRID 425945 の反応式
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]

参加物

7

反応物 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 66701762HCID 66701762、化合物

生成物 1

HCID 21111446HCID 21111446、化合物収率 100%

試薬・触媒・溶媒 3

HCID 3776Isopropanol溶媒HCID 8857Ethyl Acetate溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-537abf7b8b3842fd9e3705906a701282
出典データセット
uspto-grants-2012_01
特許番号
US08106197B2

反応ノート

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