ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Triethylamine → 3-(2-methoxy-4-{2-(4-trifluoromethyl-phenyl)-4-[(3,3,3-trifluoro-propylamino)-methyl]-thiazol-5-ylmethoxy}-phenyl)-4H-[1,2,4]oxadiazol-5-one

HRID 2263412
ノート
印刷プレビュー

反応式

HRID 2263412 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:25]=[CH:26][C:27]=1[C:28]1[NH:32][C:31](=[O:33])[O:30][N:29]=1)[O:6][CH2:7][C:8]1[S:12][C:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)=[N:10][C:9]=1[CH:23]=O.C(N(CC)CC)C.Cl.[F:42][C:43]([F:48])([F:47])[CH2:44][CH2:45][NH2:46].[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([O:6][CH2:7][C:8]2[S:12][C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:20])[F:21])=[CH:15][CH:14]=3)=[N:10][C:9]=2[CH2:23][NH:46][CH2:45][CH2:44][C:43]([F:48])([F:47])[F:42])[CH:25]=[CH:26][C:27]=1[C:28]1[NH:32][C:31](=[O:33])[O:30][N:29]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8471TriethylamineHCID 4311764Sodium borohydrideHCID 252105053,3,3-Trifluoropropylamine hydrochlorideHCID 136149986HCID 136149986、化合物

生成物 1

HCID 1361499463-(2-methoxy-4-{2-(4-trifluoromethyl-phenyl)-4-[(3,3,3-trifluoro-propylamino)-methyl]-thiazol-5-ylmethoxy}-phenyl)-4H-[1,2,4]oxadiazol-5-one収率 18%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a suspension of 30 mg of 5-[3-methoxy-4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-phenoxymethyl]-2-(4-trifluoromethyl-phenyl)-thiazole-4-carbaldehyde in 1.5 mL of methanol were added 0.018 mL of triethylamine, 10 mg of 3,3,3-trifluoro-propylamine hydrochloride and 0.5 g of 4 Å powdered molecular sieves. The resulting mixture was stirred at room temperature for 1 h then 2.4 mg of sodium borohydride was added. After stirring at room temperature for 45 minutes, the reaction mixture was concentrated under reduced pressure. The crude product was purified by preparative thin layer chromatography on silica gel (dichloromethane 90/methanol 10/water 1/acetic acid 1) followed by azeotropal removal of traces of acetic acid with cyclohexane to give 6.5 mg of 3-(2-methoxy-4-{2-(4-trifluoromethyl-phenyl)-4-[(3,3,3-trifluoro-propylamino)-methyl]-thiazol-5-ylmethoxy}-phenyl)-4H-[1,2,4]oxadiazol-5-one as a white solid.

後処理

  1. stirringAfter stirring at room temperature for 45 minutes
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe crude product was purified by preparative thin layer chromatography on silica gel (dichloromethane 90/methanol 10/water 1/acetic acid 1)
  4. customfollowed by azeotropal removal of traces of acetic acid with cyclohexane

出典と根拠

ORDレコード
ord-c774b45ead2841a9b0c84ef51fdbebc6
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07851493B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート