Ethyl 2-((diethoxyphosphoryl)methylamino)acetate → ethyl 2-(3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-((diethoxyphosphoryl)methyl)phenylsulfonamido)acetate

HRID 1470087노트

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HRID 1470087 반응식
[CH2:1]([O:3][P:4]([CH2:9][NH:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[Cl:17][C:18]1[CH:19]=[C:20]2[C:25](=[C:26]([Cl:28])[CH:27]=1)[CH2:24][N:23]([CH3:29])[CH2:22][CH:21]2[C:30]1[CH:31]=[C:32]([S:36](Cl)(=[O:38])=[O:37])[CH:33]=[CH:34][CH:35]=1>N1C=CC=CC=1>[Cl:17][C:18]1[CH:19]=[C:20]2[C:25](=[C:26]([Cl:28])[CH:27]=1)[CH2:24][N:23]([CH3:29])[CH2:22][CH:21]2[C:30]1[CH:31]=[C:32]([S:36]([N:10]([CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:9][P:4]([O:3][CH2:1][CH3:2])([O:6][CH2:7][CH3:8])=[O:5])(=[O:38])=[O:37])[CH:33]=[CH:34][CH:35]=1

참가 물질

4

반응물 2

HCID 4490933Ethyl 2-((diethoxyphosphoryl)methylamino)acetateHCID 866723303-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzene-1-sulfonyl chloride

생성물 1

HCID 86672332ethyl 2-(3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-((diethoxyphosphoryl)methyl)phenylsulfonamido)acetate수율 26.1%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

Into a 50-mL round-bottom flask, was placed a solution of ethyl 2-((diethoxyphosphoryl)methylamino)acetate (320 mg, 1.26 mmol, 1.00 equiv) in pyridine (10 mL). 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)benzene-1-sulfonyl chloride (500 mg, 1.28 mmol, 1.01 equiv) was added and the resulting solution was stirred overnight at room temperature. The reaction progress was monitored by LCMS. The resulting mixture was concentrated under vacuum. The crude product (400 mg) was purified by preparative HPLC to give 200 mg (24%) of the title compound as a TFA salt.

후처리

  1. customInto a 50-mL round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. customThe crude product (400 mg) was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-49eb447b35a24a5095711f7950a3c402
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006281B2

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