Triethylamine → N-(5-bromopyridin-3-yl)ethanesulfonamide

HRID 1253934노트

반응식

HRID 1253934 반응식
[Br:1][C:2]1[CH:3]=[C:4]([NH2:8])[CH:5]=[N:6][CH:7]=1.C(N(CC)CC)C.[CH2:16]([S:18](Cl)(=[O:20])=[O:19])[CH3:17].[OH-].[Na+]>C(Cl)Cl.O.CO>[Br:1][C:2]1[CH:3]=[C:4]([NH:8][S:18]([CH2:16][CH3:17])(=[O:20])=[O:19])[CH:5]=[N:6][CH:7]=1

참가 물질

8

반응물 4

HCID 8471TriethylamineHCID 11667Ethanesulfonyl chlorideHCID 14798Sodium HydroxideHCID 8176813-Amino-5-bromopyridine

생성물 1

HCID 66788384N-(5-bromopyridin-3-yl)ethanesulfonamide

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

To a solution of 5-bromopyridin-3-amine (1.73 g, 10 mmol) and triethylamine (4.05 g, 40 mmol) in DCM (100 mL) was added a solution of ethanesulfonyl chloride (3.86 g, 30 mmol) in DCM (20 mL) at 0° C. The mixture was stirred at 0° C. for 1 h. 1N NaOH in water (10 mL) and methanol (20 mL) were added and the mixture was concentrated in vacuo, Silica gel (20 g) and DCM (100 mL) were added and the mixture was concentrated in vacuo. The residue was purified by silica chromatography eluting with a 0 to 5% MeOH-DCM gradient to give N-(5-bromopyridin-3-yl)ethanesulfonamide. ESI-MS: m/z 265.2, 267.2 (M+H)+.

후처리

  1. concentrationthe mixture was concentrated in vacuo, Silica gel (20 g) and DCM (100 mL)
  2. additionwere added
  3. concentrationthe mixture was concentrated in vacuo
  4. customThe residue was purified by silica chromatography
  5. washeluting with a 0 to 5% MeOH-DCM gradient

출처 및 근거

ORD 기록
ord-d641fc8c4e1340c1be6af1dc88c95aa1
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455522B2

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