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

HRID 389265ノート

反応式

HRID 389265 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-77df177e3b63493e8d4777d41fe8cd97
出典データセット
uspto-grants-2013_02
特許番号
US08378107B2

反応ノート

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