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Propionyl chloride → 3-[6-Chloro-1-(5-ethyl-1,2,4-oxadiazol-3-yl)-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester

HRID 1466948
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HRID 1466948 반응식
[C:1](Cl)(=O)[CH2:2][CH3:3].[CH2:6]([O:8][C:9](=[O:33])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([S:16][C:17]2[C:25]3[C:20](=[C:21]([F:27])[C:22]([Cl:26])=[CH:23][CH:24]=3)[N:19]([C:28](=[NH:31])[NH:29][OH:30])[C:18]=2[CH3:32])[CH:11]=1)[CH3:7]>N1C=CC=CC=1>[CH2:6]([O:8][C:9](=[O:33])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([S:16][C:17]2[C:25]3[C:20](=[C:21]([F:27])[C:22]([Cl:26])=[CH:23][CH:24]=3)[N:19]([C:28]3[N:31]=[C:1]([CH2:2][CH3:3])[O:30][N:29]=3)[C:18]=2[CH3:32])[CH:11]=1)[CH3:7]
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참가 물질

4

반응물 2

HCID 62324Propionyl chlorideHCID 178468952HCID 178468952, 화합물

생성물 1

HCID 667649653-[6-Chloro-1-(5-ethyl-1,2,4-oxadiazol-3-yl)-7-fluoro-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
80 °C

실험 절차

Propionyl chloride (0.042 mL, 0.48 mmol) was added to a solution of 3-[6-Chloro-7-fluoro-1-(N-hydroxycarbamimidoyl)-2-methyl-1H-indol-3-ylsulfanyl]-benzoic acid ethyl ester (0.12 g, 0.24 mmol) in pyridine (2 mL) at room temperature. The resulting mixture was heated to 80° C. and stirred for overnight, then cooled to room temeperature and subjected to standard aqueous workup. The crude residue was purified on silica gel (0-60% EtOAc in hexanes) to afford the title compound.

후처리

  1. temperaturecooled to room temeperature
  2. customThe crude residue was purified on silica gel (0-60% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-447185436aba4fadaa15fa742749b716
출처 데이터셋
uspto-grants-2015_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09000025B2

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