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Hydrochloric Acid → Methyl 2-amino-6-(hydroxymethyl)pyridine-3-carboxylate

HRID 570721
ノート
印刷プレビュー

反応式

HRID 570721 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([C:8](OC)=[O:9])[CH:5]=[CH:4][C:3]=1[C:12]([O:14][CH3:15])=[O:13].[Cl-].[Ca+2].[Cl-].[BH4-].[Na+].Cl.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1.C(O)C>[NH2:1][C:2]1[C:3]([C:12]([O:14][CH3:15])=[O:13])=[CH:4][CH:5]=[C:6]([CH2:8][OH:9])[N:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 86685382Dimethyl 6-aminopyridine-2,5-dicarboxylate

生成物 1

HCID 86685381Methyl 2-amino-6-(hydroxymethyl)pyridine-3-carboxylate収率 86.5%

試薬・触媒・溶媒

1
HCID 21873804Tetrahydrofuran ethanol溶媒

実験手順

Dimethyl 6-aminopyridine-2,5-dicarboxylate (395 mg) was suspended in a mixed solvent (16 ml) of tetrahydrofuran/ethanol (1/1), calcium chloride (834 mg) and sodium borohydride (85.5 mg) were added thereto under ice-cooling, and the mixture was stirred for 2 hr. The reaction mixture was acidified with 1M hydrochloric acid, basified with saturated aqueous potassium carbonate solution, and extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (296 mg) as a white solid.

後処理

  1. additionwere added
  2. temperatureunder ice-cooling
  3. extractionextracted with ethyl acetate
  4. washThe extract was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-a4d5ea7273da44bb8b528f4288e0225f
出典データセット
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09023858B2

反応ノート

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