Hydrochloric Acid → HCID 21088584, 화합물

HRID 350752노트

반응식

HRID 350752 반응식
[S:1]1[CH2:5][CH2:4][NH:3][CH2:2]1.[N:6]1([C:15]2[O:16][C:17]([CH2:27][CH2:28][C:29](O)=[O:30])=[C:18]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[N:19]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[CH:7]1.ON1C2N=CC=CC=2N=N1.C(N=C=NCCCN(C)C)C.Cl>CN(C)C=O>[N:6]1([C:15]2[O:16][C:17]([CH2:27][CH2:28][C:29]([N:3]3[CH2:4][CH2:5][S:1][CH2:2]3)=[O:30])=[C:18]([C:20]3[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=3)[N:19]=2)[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[N:8]=[CH:7]1

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 10444ThiazolidineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 21088585HCID 21088585, 화합물

생성물 1

HCID 21088584HCID 21088584, 화합물수율 46.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A mixture of thiazolidine (145 mg), 3-{3-[2-(1H-benzoimidazol-1-yl)-4-(4-chlorophenyl}-5-oxazolyl]propionic acid (300 mg), 1-hydroxy-7-aza-1H-1,2,3-benzotriazole (222 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (253 mg) and N,N-dimethylformamide (1 ml) was stirred overnight at room temperature. To the reaction mixture was added 0.1N aqueous hydrochloric acid solution (16 ml) and the reaction mixture was extracted with ethyl acetate (5 ml). The organic layer was concentrated, introduced into preparative HPLC and purified to give 3-{3-[2-(1H-benzoimidazol-1-yl)-4-(4-chlorophenyl)-5-oxazolyl]propanoyl}thiazolidine (165 mg, 46%). Recrystallization from ethyl acetate-hexane gave yellow prism crystals. melting point: 125–126° C.

후처리

  1. extractionthe reaction mixture was extracted with ethyl acetate (5 ml)
  2. concentrationThe organic layer was concentrated
  3. additionintroduced into preparative HPLC
  4. custompurified

출처 및 근거

ORD 기록
ord-b97852ece6334054b409144ca3f3fadb
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07183276B2

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