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 870141ノート

反応式

HRID 870141 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ce20b0f50a5c4fc99d3f32530f45cfea
出典データセット
uspto-grants-2015_03
特許番号
US08969377B2

反応ノート

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