Pyridine → Ethyl 4-methoxy-3-(methylsulfonamido)phenyl carbonate

HRID 1776588노트

반응식

HRID 1776588 반응식
[C:1](=[O:15])([O:12][CH2:13][CH3:14])[O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([NH2:11])[CH:4]=1.N1C=CC=CC=1.[CH3:22][S:23](Cl)(=[O:25])=[O:24]>C(Cl)Cl>[C:1](=[O:15])([O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[C:5]([NH:11][S:23]([CH3:22])(=[O:25])=[O:24])[CH:4]=1)[O:12][CH2:13][CH3:14]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 134556543-Amino-4-methoxyphenyl ethyl carbonate

생성물 1

HCID 86679540Ethyl 4-methoxy-3-(methylsulfonamido)phenyl carbonate수율 95.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 3-amino-4-methoxyphenyl ethyl carbonate (0.650 g, 3.08 mmol) and pyridine (2.2 ml, 27.2 mmol) in dry DCM (20 ml), methanesulfonyl chloride (1.0 ml, 12.83 mmol) was added at RT, and the resulting mixture was stirred for 3 hours. The volatiles were removed under reduced pressure affording crude ethyl 4-methoxy-3-(methylsulfonamido)phenyl carbonate (0.850 g, 2.94 mmol, 95% yield, MS/ESI+312.1 [MNa]+) which was used for the next step without purification.

후처리

  1. customThe volatiles were removed under reduced pressure

출처 및 근거

ORD 기록
ord-bab5a4184e9d4eafbb68d22917e4a23f
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09265768B2

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