Methyl iodide → [3-(6-Chloro-1,2-dimethyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid

HRID 1466760노트

반응식

HRID 1466760 반응식
[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([S:12][C:13]3[CH:14]=[C:15]([CH2:19][C:20]([OH:22])=[O:21])[CH:16]=[CH:17][CH:18]=3)=[C:7]([CH3:11])[NH:8]2)=[CH:4][CH:3]=1.I[CH3:24]>CN(C=O)C>[Cl:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([S:12][C:13]3[CH:14]=[C:15]([CH2:19][C:20]([OH:22])=[O:21])[CH:16]=[CH:17][CH:18]=3)=[C:7]([CH3:11])[N:8]2[CH3:24])=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 6328Methyl iodideHCID 66765068[3-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid

생성물 1

HCID 56840628[3-(6-Chloro-1,2-dimethyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
-10 °C

실험 절차

[3-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-phenyl]-acetic acid (0.062 g, 0.19 mmol) was dissolved in DMF (3 mL) and cooled to −10° C. and then sodium bis(trimethyl)amide solution (0.420 mL, 0.42 mmol, 1.0M solution) was added. The reaction was stirred for 1 hour then iodomethane (13 μL, 0.21 mmol) was added in one portion. Standard aqueous workup and purification by preparatory HPLC provided the title compound.

후처리

  1. customStandard aqueous workup and purification by preparatory HPLC

출처 및 근거

ORD 기록
ord-43ed5be543dc47f39d5f7eda6815f51d
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000025B2

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