Formaldehyde → Methyl 2-(3-(dimethylamino)pyridin-2-yl)acetate

HRID 572920ノート

反応式

HRID 572920 の反応式
N[C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[N:6][CH:7]=1.[CH2:13]=O.[BH3-][C:16]#[N:17].[Na+]>CO.CC(O)=O>[CH3:13][N:17]([CH3:16])[C:4]1[C:5]([CH2:8][C:9]([O:11][CH3:12])=[O:10])=[N:6][CH:7]=[CH:2][CH:3]=1

参加物

6

反応物 3

HCID 712FormaldehydeHCID 5003444Sodium cyanoborohydrideHCID 53659969Methyl 2-(5-aminopyridin-2-yl)acetate

生成物 1

HCID 86719103Methyl 2-(3-(dimethylamino)pyridin-2-yl)acetate

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒HCID 887Methanol溶媒

実験手順

To the solution of methyl 2-(5-aminopyridin-2-yl)acetate (600 mg, 3.6 mmol) and paraformaldehyde (578.3 mg, 19.3 mmol) in methanol (20 mL) was added NaBH3CN (1.2 g, 19.3 mmol) and AcOH (1 drop, cat.). The mixture was stirred at room temperature for 12 h. Then, the reaction was quenched with aqueous ammonium chloride and extracted with DCM. The organic layer was with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by a standard method to get desired product. LC-MS: m/z (M+H)=195.1

後処理

  1. customThen, the reaction was quenched with aqueous ammonium chloride
  2. extractionextracted with DCM
  3. dry with materialdried over sodium sulfate
  4. customevaporated under reduced pressure
  5. customThe residue was purified by a standard method

出典と根拠

ORDレコード
ord-9f231e1c87a347b29c1dee27118b16fd
出典データセット
uspto-grants-2015_05
特許番号
US09029531B2

反応ノート

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