Dichloro-1,2,4-thiadiazole → (2S,4R)-4-(2-Chloro-benzenesulfonyl)-1-(3-chloro-[1,2,4]thiadiazol-5-yl)-pyrrolidine-2-carboxylic Acid Methyl Ester

HRID 1697781노트

반응식

HRID 1697781 반응식
[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])(=[O:12])=[O:11])[CH2:7][NH:6]1)=[O:4].[Cl:20][C:21]1[N:25]=[C:24](Cl)[S:23][N:22]=1>>[CH3:1][O:2][C:3]([C@@H:5]1[CH2:9][C@@H:8]([S:10]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])(=[O:11])=[O:12])[CH2:7][N:6]1[C:24]1[S:23][N:22]=[C:21]([Cl:20])[N:25]=1)=[O:4]

참가 물질

3

반응물 2

HCID 2725055Dichloro-1,2,4-thiadiazoleHCID 66770749(2S,4R)-methyl 4-(2-chlorophenylsulfonyl)pyrrolidine-2-carboxylate

생성물 1

HCID 67278217(2S,4R)-4-(2-Chloro-benzenesulfonyl)-1-(3-chloro-[1,2,4]thiadiazol-5-yl)-pyrrolidine-2-carboxylic Acid Methyl Ester

실험 절차

In analogy to the procedure described in example 335a, (2S,4R)-4-(2-chloro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester (example 253a) was reacted with 3,5-dichloro-[1,2,4]thiadiazole (CAS Reg. No. 2254-88-8) in a shaking reactor at 55° C. for 48 h to give the title compound as red oil. MS (ESI): m/z=422.0 [M+H]+.

출처 및 근거

ORD 기록
ord-a5cb07bc86ea4ec0ae519cb76ba6498f
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163793B2

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