Hydrochloric Acid → HCID 21088584、化合物

HRID 350752ノート

反応式

HRID 350752 の反応式
[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

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 10444ThiazolidineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 181649HOAtHCID 21088585HCID 21088585、化合物

生成物 1

HCID 21088584HCID 21088584、化合物収率 46.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b97852ece6334054b409144ca3f3fadb
出典データセット
uspto-grants-2007_02
特許番号
US07183276B2

反応ノート

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