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

HRID 572920노트

반응식

HRID 572920 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid촉매HCID 887Methanol용매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-9f231e1c87a347b29c1dee27118b16fd
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029531B2

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