Hydrochloric Acid → 3-(1-{1-[(4-Chlorophenyl)(3-cyanophenyl)methyl]azetidin-3-yl}-2-fluoro-2-methylpropyl)-5-fluorobenzoic acid

HRID 602991ノート

反応式

HRID 602991 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]#[N:37])[CH:31]=2)[N:9]2[CH2:12][CH:11]([CH:13]([C:18]3[CH:19]=[C:20]([CH:26]=[C:27]([F:29])[CH:28]=3)[C:21]([O:23]CC)=[O:22])[C:14]([F:17])([CH3:16])[CH3:15])[CH2:10]2)=[CH:4][CH:3]=1.[Li+].[OH-].Cl>CCO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([C:36]#[N:37])[CH:31]=2)[N:9]2[CH2:12][CH:11]([CH:13]([C:18]3[CH:19]=[C:20]([CH:26]=[C:27]([F:29])[CH:28]=3)[C:21]([OH:23])=[O:22])[C:14]([F:17])([CH3:16])[CH3:15])[CH2:10]2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 67055325HCID 67055325、化合物

生成物 1

HCID 670553863-(1-{1-[(4-Chlorophenyl)(3-cyanophenyl)methyl]azetidin-3-yl}-2-fluoro-2-methylpropyl)-5-fluorobenzoic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 112 mg (0.214 mmol) of ethyl 3-(1-{1-[(4-chlorophenyl)(3-cyanophenyl)methyl]azetidin-3-yl}-2-fluoro-2-methylpropyl)-5-fluorobenzoate and 1.2 mL of 1M LiOH in 5 mL of EtOH was stirred for 2.5 h at rt. The solution was adjusted to pH=5-6 with 6N HCl and concentrated to remove solvents. The residue was dissolve in 10 mL of CH2Cl2 and solids were removed by filtration. The solution was concentrated to afford the title compound as a white solid; Mass Spectrum: m/e=495 (M+1, 35Cl), 497 (M+1, 37Cl).

後処理

  1. concentrationconcentrated
  2. customto remove solvents
  3. dissolutionThe residue was dissolve in 10 mL of CH2Cl2
  4. customsolids were removed by filtration
  5. concentrationThe solution was concentrated

出典と根拠

ORDレコード
ord-034f6d11a58b44c0ab27c4f78b25ebd7
出典データセット
uspto-grants-2011_03
特許番号
US07906652B2

反応ノート

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