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Potassium Iodide → 6-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-methyl-3-(1,3-thiazol-2-yl)-1,2-benzoxazole-5-carboxylic acid

HRID 245501
ノート
印刷プレビュー

反応式

HRID 245501 の反応式
C[C:2]1[C:7]([C:8]([OH:10])=[O:9])=[C:6]([N:11]2[CH2:16][C@H:15]([CH3:17])[O:14][C@H:13]([CH3:18])[CH2:12]2)[C:5]([CH3:19])=[C:4](F)[C:3]=1[C:21](=[N:27][OH:28])[C:22]1[S:23][CH:24]=[CH:25][N:26]=1.C([O-])([O-])=O.[K+].[K+].[I-].[K+]>CN(C=O)C>[CH3:18][C@H:13]1[O:14][C@@H:15]([CH3:17])[CH2:16][N:11]([C:6]2[C:7]([C:8]([OH:10])=[O:9])=[CH:2][C:3]3[C:21]([C:22]4[S:23][CH:24]=[CH:25][N:26]=4)=[N:27][O:28][C:4]=3[C:5]=2[CH3:19])[CH2:12]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 136385151methyl 2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluoro-5-[(hydroxyimino)(1,3-thiazol-2-yl)methyl]-3-methylbenzoic acid2 回

生成物 1

HCID 673582146-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-7-methyl-3-(1,3-thiazol-2-yl)-1,2-benzoxazole-5-carboxylic acid

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

A solution of methyl 2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-4-fluoro-5-[(hydroxyimino)(1,3-thiazol-2-yl)methyl]-3-methylbenzoic acid (Intermediate 195, 0.31 g, 0.8 mmol), K2CO3 (0.4 g, 2.3 mmol) and potassium iodide (0.03 g, 0.2 mmol) in DMF (10 mL) was heated at 130° C. for 12 hours. Solvents were removed under vacuum and the residue was treated with 1.5N hydrochloric acid and extracted with ethyl acetate, which was dried over sodium sulfate. Removal of solvent by vacuum afforded product. Yield: 0.18 g (62%).

後処理

  1. customSolvents were removed under vacuum
  2. additionthe residue was treated with 1.5N hydrochloric acid
  3. extractionextracted with ethyl acetate, which
  4. dry with materialwas dried over sodium sulfate
  5. customRemoval of solvent by vacuum
  6. customafforded product

出典と根拠

ORDレコード
ord-7d025a70d40e48148a8165333a10d8dd
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08658641B2

反応ノート

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