Dimethylamine → (4-tert-Butyl-6-chloro-pyridin-2-ylmethyl)-dimethylamine

HRID 1446721ノート

反応式

HRID 1446721 の反応式
[CH3:1][NH:2][CH3:3].C(N(CC)C(C)C)(C)C.Br[CH2:14][C:15]1[CH:20]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:18]=[C:17]([Cl:25])[N:16]=1.C(=O)(O)[O-].[Na+]>O1CCCC1>[C:21]([C:19]1[CH:18]=[C:17]([Cl:25])[N:16]=[C:15]([CH2:14][N:2]([CH3:3])[CH3:1])[CH:20]=1)([CH3:24])([CH3:23])[CH3:22]

参加物

6

反応物 4

HCID 674DimethylamineHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 866343052-Bromomethyl-4-tert-butyl-6-chloro-pyridine

生成物 1

HCID 86634306(4-tert-Butyl-6-chloro-pyridin-2-ylmethyl)-dimethylamine収率 100%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Stir a solution of 2N dimethylamine (9.00 mL, 18.08 mmol) in tetrahydrofuran, N,N-diisopropylethylamine (2.80 g, 3.80 mL, 21.69 mmol) while adding a solution of 2-bromomethyl-4-tert-butyl-6-chloro-pyridine (1.90 g, 7.23 mmol) in tetrahydrofuran (20 mL). Stir for 2.5 hours at ambient temperature, dilute the reaction with aqueous sodium bicarbonate (80 mL) and extract the aqueous layer with ethyl acetate (3×75 mL). Pool, desiccate, filter and concentrate the organics to yield the title compound (99%) (1.64 g, 7.23 mmol). MS(ES), m/z 227 (M+1).

後処理

  1. additiondilute
  2. extractionextract the aqueous layer with ethyl acetate (3×75 mL)
  3. filtrationPool, desiccate, filter
  4. concentrationconcentrate the organics

出典と根拠

ORDレコード
ord-5cecbaf63360435eb679e54c4cfb4e3c
出典データセット
uspto-grants-2010_02
特許番号
US07666879B2

反応ノート

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