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Sodium borohydride → (5-((2,2-dimethyltetrahydro-2H-pyran-4-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methanol

HRID 709809
ノート
印刷プレビュー

反応式

HRID 709809 の反応式
[CH3:1][C:2]1([CH3:29])[CH2:7][CH:6]([CH2:8][O:9][C:10]2[C:11]([C:20]3[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:21]=3[F:28])=[N:12][CH:13]=[C:14]([CH:19]=2)[C:15](OC)=[O:16])[CH2:5][CH2:4][O:3]1.[BH4-].[Na+]>CO>[CH3:1][C:2]1([CH3:29])[CH2:7][CH:6]([CH2:8][O:9][C:10]2[CH:19]=[C:14]([CH2:15][OH:16])[CH:13]=[N:12][C:11]=2[C:20]2[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:21]=2[F:28])[CH2:5][CH2:4][O:3]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 117760026methyl 5-((2,2-dimethyltetrahydro-2H-pyran-4-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)nicotinate

生成物 1

HCID 117760252(5-((2,2-dimethyltetrahydro-2H-pyran-4-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methanol収率 105.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of methyl 5-((2,2-dimethyltetrahydro-2H-pyran-4-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)nicotinate (950 mg) in methanol (20 mL) was added, at 0° C., sodium tetrahydroborate (1.16 g) by small portions, and the mixture was stirred at 60° C. for 4 hr. The solvent was evaporated under reduced pressure, and ethyl acetate was added to the residue. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (930 mg) as a pale-yellow oil.

後処理

  1. customThe solvent was evaporated under reduced pressure, and ethyl acetate
  2. additionwas added to the residue
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

出典と根拠

ORDレコード
ord-23b3cf5ebe5b4824943036141b04c608
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181186B2

反応ノート

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