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Water → N-(3,4-Dimethylisoxazol-5-yl)-4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxamide

HRID 2263128
ノート
印刷プレビュー

反応式

HRID 2263128 の反応式
[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([NH:8][C:9](=[O:16])OCC(Cl)(Cl)Cl)[O:4][N:3]=1.[C:17]1([C:23]2[N:24]=[C:25]([CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[S:26][CH:27]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(N(C(C)C)CC)(C)C.O>CS(C)=O>[CH3:1][C:2]1[C:6]([CH3:7])=[C:5]([NH:8][C:9]([N:31]2[CH2:30][CH2:29][CH:28]([C:25]3[S:26][CH:27]=[C:23]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:24]=3)[CH2:33][CH2:32]2)=[O:16])[O:4][N:3]=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 962WaterHCID 81531DiisopropylethylamineHCID 242618344-Phenyl-2-(piperidin-4-yl)thiazoleHCID 862452572,2,2-Trichloroethyl(3,4-dimethylisoxazol-5-yl)carbamate

生成物 1

HCID 11668077N-(3,4-Dimethylisoxazol-5-yl)-4-(4-phenyl-1,3-thiazol-2-yl)piperidine-1-carboxamide

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

実験手順

A solution of 2,2,2-trichloroethyl (3,4-dimethylisoxazol-5-yl)carbamate (200 mg, 1.02 mmol), 4-(4-phenyl-1,3-thiazol-2-yl)piperidine (250 mg, 1.02 mmol) and diisopropylethylamine (0.357 ml, 2.05 mmol) in dimethylsulfoxide (4 ml) was stirred at 70° C. for 12 hours, the reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to obtain the desired product as a solid. This was recrystallized from a mixed solvent of tetrahydrofuran, ethyl acetate and hexane to obtain the desired product (201 mg, 51.5%) as a solid. mp 156-157° C.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード
ord-667f533d4b024a33a9dd8c0060801e34
出典データセット
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07851473B2

反応ノート

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