Acetic Acid → (2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine

HRID 389265노트

반응식

HRID 389265 반응식
[Cl:1][C:2]1[C:7]([CH:8]=O)=[CH:6][C:5]([CH3:10])=[CH:4][N:3]=1.[CH2:11]([NH2:13])[CH3:12].C([BH3-])#N.[Na+].C(O)(=O)C>CO>[Cl:1][C:2]1[C:7]([CH2:8][NH:13][CH2:11][CH3:12])=[CH:6][C:5]([CH3:10])=[CH:4][N:3]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 6341EthylamineHCID 5003444Sodium cyanoborohydrideHCID 98340182-Chloro-5-methylpyridine-3-carbaldehyde

생성물 1

HCID 58579979(2-Chloro-5-methyl-pyridin-3-ylmethyl)-ethyl-amine

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2-Chloro-5-methyl-pyridine-3-carbaldehyde (0.22 g, 1.41 mmol), ethylamine (2M in THF; 1.06 mL, 2.12 mmol), and sodium cyanoborohydride (0.133 g, 2.12 mmol) were combined in MeOH (2.52 mL). Acetic acid (0.12 mL, 2.12 mmol) was added, and the reaction was stirred at room temperature for 1 hour. The mixture was concentrated, and the residue was dissolved in CH2Cl2, washed with saturated aqueous NaHCO3, concentrated, and purified by silica gel chromatography (0-10% MeOH in CH2Cl2) to give the title compound.

후처리

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in CH2Cl2
  3. washwashed with saturated aqueous NaHCO3
  4. concentrationconcentrated
  5. custompurified by silica gel chromatography (0-10% MeOH in CH2Cl2)

출처 및 근거

ORD 기록
ord-77df177e3b63493e8d4777d41fe8cd97
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378107B2

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