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

HRID 1446721노트

반응식

HRID 1446721 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-5cecbaf63360435eb679e54c4cfb4e3c
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666879B2

반응 노트

불러오는 중…